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Reaction of carbon black with diazonium salts, resultant carbon black products and their uses

Assignee: Cabot Corp
•
Filing: 1998-06-26
•
Granted: 2000-03-28
•
Expires: 2018-06-26
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Abstract

Abstract Processes for preparing a carbon black product having an organic group attached to the carbon black. In one process at least one diazonium salt reacts with a carbon black in the absence of an externally applied electric current sufficient to reduce the diazonium salt. In another process at least one diazonium salt reacts with a carbon black in a protic reaction medium. Carbon black products which may be prepared according to process of the invention are described as well as uses of such carbon black products in plastic compositions, rubber compositions, paper compositions, and textile compositions.

Inventors

  • 👤 James A. Belmont
  • 👤 Robert M. Amici
  • 👤 Collin P. Galloway

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 13:21
CPC Classifications
C; C04; C04B; C04B35/00; C04B35/622; C04B35/626; C04B35/63; C08; C08K; C08K9/00; C08K9/04; C09; C09B; C09B39/00; C09C; C09C1/00; C09C1/44; C09C1/48; C09C1/56; C09C1/565; C09C1/58; C09C3/00; C09C3/08; C09D; C09D11/00; C09D11/02; C09D11/03; C09D11/037; C09D11/16; C09D11/18; C09D11/30; C09D11/32; C09D11/324; C09D5/00; C09D5/02; C09D5/024; C09D5/028; C09D7/00; C09D7/40; C09D7/41; D; D01; D01F; D01F11/00; D01F11/10; D01F11/14; D06; D06M; D06M11/00; D06M11/73; D06M11/74; D06P; D06P1/00; D06P1/44; D21; D21H; D21H17/00; D21H17/63; D21H17/67; D21H17/69; C01; C01P; C01P2004/00; C01P2004/60; C01P2004/62; C01P2006/00; C01P2006/12; C01P2006/19; C04B2235/00; C04B2235/02; C04B2235/30; C04B2235/42; C04B2235/422; C04B2235/424; C04B2235/425; D21H21/00; D21H21/14; D21H21/28; D21H21/285; Y; Y10; Y10S; Y10S524/00; Y10S524/925

Claims Analysis

Total Claims: 158
Claim 1
Independent Claim 379 words
A carbon black product having an organic group attached to the carbon black, prepared by a process comprising the step of reacting at least one diazonium salt with a carbon black in a protic reaction medium, wherein said diazonium salt is generated in situ from a primary amine, the protic medium is an aqueous medium, and the primary amine is an amine of the formula A y ArNH 2 , in which: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, halogen, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 -- salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; and an unsubstituted cyclic hydrocarbon radical; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; or unsubstituted or substituted arylalkyl; wherein k is an integer from 1 to 8; X-- is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 2
Dependent Claim 379 words
A carbon black product having an organic group attached to the carbon black, prepared by a process comprising the step of reacting at least one diazonium salt with a carbon black in a protic reaction medium, wherein said diazonium salt is generated in situ from a primary amine, the protic medium is an aqueous medium, and the primary amine is an amine of the formula A y ArNH 2 , in which: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, halogen, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 -- salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; and an unsubstituted cyclic hydrocarbon radical; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; or unsubstituted or substituted arylalkyl; wherein k is an integer from 1 to 8; X-- is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 3
Dependent Claim 256 words
The carbon black product of claim 1, wherein Ar is an aromatic radical selected from the group consisting of phenyl, naphthyl, anthryl, phenanthryl, biphenyl, and pyridyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, COOLi, COONa, COOK, COO - NR 4 + , CN, NR 2 , SO 3 H, SO 3 Li, SO 3 Na, SO 3 K, SO 3 --NR 4 + , NR(COR), CONR 2 , NO 2 , PO 3 H 2 , PO 3 HNa, PO 3 Na 2 , N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; where R is hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; or unsubstituted or substituted arylalkyl; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; and y is an integer from 1 to 5 when Ar is phenyl, 1 to 7 when Ar is naphthyl, 1 to 9 when Ar is anthryl, phenanthryl, or biphenyl, and 1 to 4 when Ar is pyridyl.
Claim 4
Dependent Claim 224 words
The carbon black product of claim 1, wherein Ar is an aromatic radical selected from the group consisting of phenyl, benzothiazolyl, and benzothiadiazolyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of S k R, SSO 3 H, SO 2 NRR', SO 2 SR, SNRR', SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), and 2-(1,3-dithiolanyl); a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; and where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; or unsubstituted or substituted arylalkyl; y is an integer from 1-5 when Ar is phenyl, 1-4 when Ar is benzothiazolyl, and 1-3 when Ar is benzothiadiazolyl; k is an integer from 1 to 8; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 5
Dependent Claim 151 words
The carbon black product of claim 1, wherein A is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 -- salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups.
Claim 6
Dependent Claim 91 words
A carbon black product comprising a carbon black and at least one attached organic group having a) an aromatic group and b) an acidic group having a pKa of less than 11, or a salt of an acidic group having a pKa of less than 11, or a mixture of an acidic group having a pKa of less than 11 and a salt of an acidic group having a pKa of less than 11, wherein at least one aromatic group of the organic group is directly attached to the carbon black.
Claim 7
Dependent Claim 91 words
A carbon black product comprising a carbon black and at least one attached organic group having a) an aromatic group and b) an acidic group having a pKa of less than 11, or a salt of an acidic group having a pKa of less than 11, or a mixture of an acidic group having a pKa of less than 11 and a salt of an acidic group having a pKa of less than 11, wherein at least one aromatic group of the organic group is directly attached to the carbon black.
Claim 8
Dependent Claim 29 words
A carbon black product of claim 5 wherein the acidic group is a sulfonic acid group, a sulfinic acid group, a carboxylic acid group, or a phosphonic acid group.
Claim 9
Dependent Claim 24 words
A carbon black product of claim 5 wherein the acidic group is SSO 3 H, OPO 3 H 2 , or OSO 3 H.
Claim 10
Dependent Claim 16 words
A carbon black product of claim 5 wherein the aromatic group is a substituted phenyl group.
Claim 11
Dependent Claim 16 words
A carbon black product of claim 5 wherein the aromatic group is a substituted naphthyl group.
Claim 12
Dependent Claim 37 words
A carbon black product of claim 5 wherein the organic group is a substituted or unsubstituted sulfophenyl group or a salt thereof, or the organic group is a substituted or unsubstituted (polysulfo)phenyl group or a salt thereof.
Claim 13
Dependent Claim 37 words
A carbon black product of claim 5 wherein the organic group is a substituted or unsubstituted carboxyphenyl group or a salt thereof, or the organic group is a substituted or unsubstituted (polycarboxy)phenyl group or a salt thereof.
Claim 14
Dependent Claim 37 words
A carbon black product of claim 5 wherein the organic group is a substituted or unsubstituted sulfonaphthyl group or a salt thereof, or the organic group is a substituted or unsubstituted (polysulfo)naphthyl group or a salt thereof.
Claim 15
Dependent Claim 37 words
A carbon black product of claim 5 wherein the organic group is a substituted or unsubstituted carboxynaphthyl group or a salt thereof, or the organic group is a substituted or unsubstituted (polycarboxy)naphthyl group or a salt thereof.
Claim 16
Dependent Claim 17 words
A carbon black product of claim 5 wherein the organic group is p-sulfophenyl or a salt thereof.
Claim 17
Dependent Claim 17 words
A carbon black product of claim 5 wherein the organic group is p-carboxyphenyl or a salt thereof.
Claim 18
Dependent Claim 17 words
A carbon black product of claim 5 wherein the organic group is the Na salt of p-sulfophenyl.
Claim 19
Dependent Claim 15 words
A carbon black product of claim 5 wherein the organic group is a hydroxysulfophenyl group.
Claim 20
Dependent Claim 13 words
A carbon black product of claim 17 wherein the organic group is 4-hydroxy-3-sulfophenyl.
Claim 21
Dependent Claim 40 words
A carbon black product comprising a carbon black and at least one organic group having a) an aromatic group and b) a cationic group, wherein at least one aromatic group of the organic group is attached to the carbon black.
Claim 22
Dependent Claim 40 words
A carbon black product comprising a carbon black and at least one organic group having a) an aromatic group and b) a cationic group, wherein at least one aromatic group of the organic group is attached to the carbon black.
Claim 23
Dependent Claim 21 words
A carbon black product of claim 19 wherein the cationic group is a quaternary ammonium group or a quaternary phosphonium group.
Claim 24
Dependent Claim 16 words
A carbon black product of claim 19 wherein the aromatic group is a substituted phenyl group.
Claim 25
Dependent Claim 16 words
A carbon black product of claim 19 wherein the aromatic group is a substituted naphthyl group.
Claim 26
Dependent Claim 65 words
A carbon black product of claim 19 wherein the organic group is X - R 3 N + (CH 2 ) y Ar, wherein Ar is phenylene or naphthylene; R is independently hydrogen or a C 1 -C 20 alkyl group; X - is a halide or an anion derived from a mineral or organic acid; and y is an integer from 0 to 4.
Claim 27
Dependent Claim 11 words
A carbon black product of claim 23, wherein y is 0.
Claim 28
Dependent Claim 54 words
A carbon black product of claim 19, wherein the organic group is X - R 3 N + CH 2 COAr, wherein R is a substituted or unsubstituted C 1 -C 10 alkyl, Ar is phenylene or naphthylene; and X - is a halide or an anion derived from a mineral or organic acid.
Claim 29
Dependent Claim 16 words
A carbon black product of claim 19 wherein the organic group is a N-substituted pyridinium group.
Claim 30
Dependent Claim 49 words
A carbon black product of claim 26, wherein the organic group is --C 5 H 4 N--R + X - , where R is a substituted or unsubstituted C 1 -C 20 hydrocarbon, and X - is a halide or an anion derived from a mineral or organic acid.
Claim 31
Dependent Claim 97 words
A carbon black product comprising a carbon black and at least one attached organic group having a) a C 1 -C 12 alkyl group and b) an acidic group having a pKa of less than 11, or a salt of an acidic group having a pKa of less than 11, or a mixture of an acidic group having a pKa of less than 11 and a salt of an acidic group having a pKa of less than 11, wherein the C 1 -C 12 alkyl group of the organic group is directly attached to the carbon black.
Claim 32
Dependent Claim 97 words
A carbon black product comprising a carbon black and at least one attached organic group having a) a C 1 -C 12 alkyl group and b) an acidic group having a pKa of less than 11, or a salt of an acidic group having a pKa of less than 11, or a mixture of an acidic group having a pKa of less than 11 and a salt of an acidic group having a pKa of less than 11, wherein the C 1 -C 12 alkyl group of the organic group is directly attached to the carbon black.
Claim 33
Dependent Claim 19 words
A carbon black product of claim 28 wherein the organic group is C 2 H 4 SO 3 H.
Claim 34
Dependent Claim 76 words
A carbon black product comprising a carbon black and at least one organic group Ar(CH 2 ) q S k (CH 2 ) r Ar' attached to the carbon black, wherein Ar and Ar' may be the same or different and are chosen from the group consisting of arylene and heteroarylene; k is an integer from 1 to 8; q is an integer from 0 to 4; and r is an integer from 0 to 4.
Claim 35
Dependent Claim 76 words
A carbon black product comprising a carbon black and at least one organic group Ar(CH 2 ) q S k (CH 2 ) r Ar' attached to the carbon black, wherein Ar and Ar' may be the same or different and are chosen from the group consisting of arylene and heteroarylene; k is an integer from 1 to 8; q is an integer from 0 to 4; and r is an integer from 0 to 4.
Claim 36
Dependent Claim 28 words
A carbon black product of claim 30 wherein Ar and Ar' are an arylene; k is an integer from 1 to 8; and q and r are 0.
Claim 37
Dependent Claim 27 words
A carbon black product of claim 30 wherein Ar and Ar' are phenylene; k is an integer from 2 to 4; and q and r are 0.
Claim 38
Dependent Claim 11 words
A carbon black product of claim 32 wherein k is 2.
Claim 39
Dependent Claim 28 words
A carbon black product of claim 30 wherein Ar and Ar' are a heteroarylene; k is an integer from 1 to 8; and q and r are 0.
Claim 40
Dependent Claim 27 words
A carbon black product of claim 30 wherein Ar and Ar' are benzothiazolylene; k is an integer from 2 to 4; and q and r are 0.
Claim 41
Dependent Claim 11 words
A carbon black product of claim 35 wherein k is 2.
Claim 42
Dependent Claim 70 words
A carbon black product comprising a carbon black and at least one organic group Ar(CH 2 ) q S k (CH 2 ) r Ar' attached to the carbon black, wherein Ar is an arylene or a heteroarylene; Ar' is an aryl or a heteroaryl; k is an integer from 1 to 8; q is an integer from 0 to 4; and r is an integer from 0 to 4.
Claim 43
Dependent Claim 70 words
A carbon black product comprising a carbon black and at least one organic group Ar(CH 2 ) q S k (CH 2 ) r Ar' attached to the carbon black, wherein Ar is an arylene or a heteroarylene; Ar' is an aryl or a heteroaryl; k is an integer from 1 to 8; q is an integer from 0 to 4; and r is an integer from 0 to 4.
Claim 44
Dependent Claim 30 words
A carbon black product of claim 37 wherein Ar is an arylene; Ar' is an aryl; k is an integer from 1 to 8; and q and r are 0.
Claim 45
Dependent Claim 28 words
A carbon black product of claim 37 wherein Ar is phenylene; Ar' is phenyl; k is an integer from 2 to 4; and q and r are 0.
Claim 46
Dependent Claim 29 words
A carbon black product of claim 37 wherein Ar is phenylene; Ar' is a heteroaryl; k is an integer from 1 to 8; and q and r are 0.
Claim 47
Dependent Claim 28 words
A carbon black product of claim 37 wherein Ar is phenylene; Ar' is benzothiazolyl; k is an integer from 2 to 4; and q and r are 0.
Claim 48
Dependent Claim 28 words
A carbon black product comprising a carbon black and at least one organic group ArSH attached to the carbon black, wherein Ar is an arylene or a heteroarylene.
Claim 49
Dependent Claim 28 words
A carbon black product comprising a carbon black and at least one organic group ArSH attached to the carbon black, wherein Ar is an arylene or a heteroarylene.
Claim 50
Dependent Claim 11 words
A carbon black product of claim 42 wherein Ar is phenylene.
Claim 51
Dependent Claim 11 words
A carbon black product of claim 42 wherein Ar is benzothiazolylene.
Claim 52
Dependent Claim 50 words
A carbon black product of claim 19, wherein the organic group is Ar--Ar' + X - , wherein Ar is substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene; Ar' is substituted or unsubstituted pyridinium; and X - is a halide or an anion derived from a mineral or organic acid.
Claim 53
Dependent Claim 25 words
A carbon black product of claim 45, wherein the organic group is --C 6 H 4 (NC 5 H 5 ) + X - .
Claim 54
Dependent Claim 35 words
A paper product comprising paper pulp and a carbon black product having at least one organic group attached to the carbon black wherein the organic group is substituted with an ionic or an ionizable group.
Claim 55
Dependent Claim 35 words
A paper product comprising paper pulp and a carbon black product having at least one organic group attached to the carbon black wherein the organic group is substituted with an ionic or an ionizable group.
Claim 56
Dependent Claim 50 words
A paper product of claim 47 wherein the ionic or ionizable group is a sulfonic acid group or a salt thereof, a sulfinic acid group or a salt thereof, a carboxylic acid group or a salt thereof, a phosphonic acid group or a salt thereof, or a quaternary ammonium group.
Claim 57
Dependent Claim 36 words
A paper product of claim 47 wherein the organic group is a substituted or unsubstituted sulfophenyl group or a salt thereof, or the organic group is a substituted or unsubstituted (polysulfo)phenyl group or a salt thereof.
Claim 58
Dependent Claim 36 words
A paper product of claim 47 wherein the organic group is a substituted or unsubstituted sulfonaphthyl group or a salt thereof, or the organic group is a substituted or unsubstituted (polysulfo)naphthyl group or a salt thereof.
Claim 59
Dependent Claim 17 words
A paper product of claim 47 wherein the organic group is a p-sulfophenyl or a salt thereof.
Claim 60
Dependent Claim 85 words
A rubber composition prepared by the process comprising mixing rubber and a carbon black product comprising a carbon black and at least one organic group Ar(CH 2 ) q S k (CH 2 ) r Ar' attached to the carbon black, wherein Ar and Ar', which may be the same or different, are substituted or unsubstituted arylene and heteroarylene groups; k is an integer from 1 to 8; q is an integer from 0 to 4; and r is an integer from 0 to 4.
Claim 61
Dependent Claim 85 words
A rubber composition prepared by the process comprising mixing rubber and a carbon black product comprising a carbon black and at least one organic group Ar(CH 2 ) q S k (CH 2 ) r Ar' attached to the carbon black, wherein Ar and Ar', which may be the same or different, are substituted or unsubstituted arylene and heteroarylene groups; k is an integer from 1 to 8; q is an integer from 0 to 4; and r is an integer from 0 to 4.
Claim 62
Dependent Claim 27 words
A rubber composition of claim 52 wherein Ar and Ar' are an arylene; k is an integer from 1 to 8; and q and r are 0.
Claim 63
Dependent Claim 26 words
A rubber composition of claim 52 wherein Ar and Ar' are phenylene; k is an integer from 2 to 4; and q and r are 0.
Claim 64
Dependent Claim 10 words
A rubber composition of claim 54 wherein k is 2.
Claim 65
Dependent Claim 27 words
A rubber composition of claim 52 wherein Ar and Ar' are a heteroarylene; k is an integer from 1 to 8; and q and r are 0.
Claim 66
Dependent Claim 26 words
A rubber composition of claim 52 wherein Ar and Ar' are benzothiazolylene; k is an integer from 2 to 4; and q and r are 0.
Claim 67
Dependent Claim 10 words
A rubber composition of claim 57 wherein k is 2.
Claim 68
Dependent Claim 80 words
A rubber composition prepared by the process comprising mixing rubber and a carbon black product comprising carbon black and at least one organic group Ar(CH 2 ) q S k (CH 2 ) r Ar' attached to the carbon black, wherein Ar is an arylene or a heteroarylene; Ar' is an aryl or a heteroaryl; k is an integer from 1 to 8; q is an integer from 0 to 4; and r is an integer from 0 to 4.
Claim 69
Dependent Claim 80 words
A rubber composition prepared by the process comprising mixing rubber and a carbon black product comprising carbon black and at least one organic group Ar(CH 2 ) q S k (CH 2 ) r Ar' attached to the carbon black, wherein Ar is an arylene or a heteroarylene; Ar' is an aryl or a heteroaryl; k is an integer from 1 to 8; q is an integer from 0 to 4; and r is an integer from 0 to 4.
Claim 70
Dependent Claim 29 words
A rubber composition of claim 59 wherein Ar is an arylene; Ar' is an aryl; k is an integer from 1 to 8; and q and r are 0.
Claim 71
Dependent Claim 28 words
A rubber composition of claim 59 wherein Ar is an phenylene; Ar' is phenyl; k is an integer from 2 to 4; and q and r are 0.
Claim 72
Dependent Claim 28 words
A rubber composition of claim 59 wherein Ar is phenylene; Ar' is a heteroaryl; k is an integer from 1 to 8; and q and r are 0.
Claim 73
Dependent Claim 27 words
A rubber composition of claim 59 wherein Ar is phenylene; Ar' is benzothiazolyl; k is an integer from 2 to 4; and q and r are 0.
Claim 74
Dependent Claim 39 words
A rubber composition prepared by the process comprising mixing rubber and a carbon black product comprising a carbon black and at least one organic group ArSH attached to the carbon black, wherein Ar is an arylene or a heteroarylene.
Claim 75
Dependent Claim 39 words
A rubber composition prepared by the process comprising mixing rubber and a carbon black product comprising a carbon black and at least one organic group ArSH attached to the carbon black, wherein Ar is an arylene or a heteroarylene.
Claim 76
Dependent Claim 10 words
A rubber composition of claim 64 wherein Ar is phenylene.
Claim 77
Dependent Claim 10 words
A rubber composition of claim 64 wherein Ar is benzothiazolylene.
Claim 78
Dependent Claim 9 words
A rubber composition of claim 52 which is cured.
Claim 79
Dependent Claim 9 words
A rubber composition of claim 59 which is cured.
Claim 80
Dependent Claim 9 words
A rubber composition of claim 64 which is cured.
Claim 81
Dependent Claim 9 words
A rubber composition of claim 55 which is cured.
Claim 82
Dependent Claim 29 words
A carbon black product comprising a carbon black and at least one organic group ArNH 2 attached to the carbon black, wherein Ar is a substituted or unsubstituted arylene.
Claim 83
Dependent Claim 29 words
A carbon black product comprising a carbon black and at least one organic group ArNH 2 attached to the carbon black, wherein Ar is a substituted or unsubstituted arylene.
Claim 84
Dependent Claim 11 words
A carbon black product of claim 71, wherein Ar is phenylene.
Claim 85
Dependent Claim 42 words
A carbon black product comprising a carbon black and at least one organic group ArQAr'NH 2 , wherein Ar and Ar', which may be the same or different, are substituted or unsubstituted arylene, and Q is CH 2 or SO 2 .
Claim 86
Dependent Claim 42 words
A carbon black product comprising a carbon black and at least one organic group ArQAr'NH 2 , wherein Ar and Ar', which may be the same or different, are substituted or unsubstituted arylene, and Q is CH 2 or SO 2 .
Claim 87
Dependent Claim 13 words
A carbon black product of claim 73, wherein Ar and Ar' are phenylene.
Claim 88
Dependent Claim 407 words
A carbon black product having an aromatic group attached to the carbon black, prepared by a process comprising the step of reacting at least one diazonium salt with a carbon black in a protic reaction medium, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of a branched or unbranched C 1 -C 20 substituted alkyl, unsubstituted or substituted alkenyl, unsubstituted or substituted alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 - salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; an unsubstituted cyclic hydrocarbon radical where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 89
Dependent Claim 407 words
A carbon black product having an aromatic group attached to the carbon black, prepared by a process comprising the step of reacting at least one diazonium salt with a carbon black in a protic reaction medium, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of a branched or unbranched C 1 -C 20 substituted alkyl, unsubstituted or substituted alkenyl, unsubstituted or substituted alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 - salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; an unsubstituted cyclic hydrocarbon radical where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 90
Dependent Claim 317 words
A carbon black product of claim 75, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from the group consisting of phenyl, naphthyl, anthryl, phenanthryl, biphenyl, and pyridyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of a branched or unbranched C 1 -C 20 substituted alkyl, unsubstituted or substituted alkenyl, unsubstituted or substituted alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; a functional group selected from the group consisting of OR, COR, COOR, OCOR, COOLi, COONa, COOK, COO - NR 4 + , CN, NR 2 , SO 3 H, SO 3 Li, SO 3 Na, SO 3 K, SO 3 -NR 4 + , NR(COR), CONR 2 , NO 2 , PO 3 H 2 , PO 3 HNa, PO 3 Na 2 , N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical, substituted with one or more of said functional groups; where R is hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl or arylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; and y is an integer from 1 to 5 when Ar is phenyl, 1 to 7 when Ar is naphthyl, 1 to 9 when Ar is anthryl, phenanthryl, or biphenyl, and 1 to 4 when Ar is pyridyl.
Claim 91
Dependent Claim 245 words
A carbon black product of claim 75, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from the group consisting of phenyl, naphthyl, benzothiazolyl, and benzothiadiazolyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of S k R, SSO 3 H, SO 2 NRR', SO 2 SR, SNRR', SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), and 2-(1,3-dithiolanyl); and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; y is an integer from 1-5 when Ar is phenyl, 1-7 when Ar is naphthyl, 1-4 when Ar is benzothiazolyl, and 1-3 when Ar is benzothiadiazolyl; k is an integer from 1 to 8; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 92
Dependent Claim 355 words
A carbon black product having an aromatic group attached to the carbon black, prepared by a process comprising the step of reacting at least one diazonium salt with a carbon black in a protic reaction medium, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 - salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 -- salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 93
Dependent Claim 355 words
A carbon black product having an aromatic group attached to the carbon black, prepared by a process comprising the step of reacting at least one diazonium salt with a carbon black in a protic reaction medium, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 - salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 -- salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 94
Dependent Claim 271 words
A carbon black product of claim 78, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from the group consisting of phenyl, naphthyl, anthryl, phenanthryl, biphenyl, and pyridyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, COOLi, COONa, COOK, COO - NR 4 + , CN, NR 2 , SO 3 H, SO 3 Li, SO 3 Na, SO 3 K, SO 3 - NR 4 + , NR(COR), CONR 2 , NO 2 , PO 3 H 2 , PO 3 HNa, PO 3 Na 2 , N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; where R is hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl or arylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; and y is an integer from 1 to 5 when Ar is phenyl, 1 to 7 when Ar is naphthyl, 1 to 9 when Ar is anthryl, phenanthryl, or biphenyl, and 1 to 4 when Ar is pyridyl.
Claim 95
Dependent Claim 239 words
A carbon black product of claim 78, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from the group consisting of phenyl, benzothiazolyl, and benzothiadiazolyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of S k R, SSO 3 H, SO 2 NRR', SO 2 SR, SNRR', SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), and 2-(1,3-dithiolanyl); and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; y is an integer from 1-5 when Ar is phenyl, 1-4 when Ar is benzothiazolyl, and 1-3 when Ar is benzothiadiazolyl; k is an integer from 1 to 8; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 96
Dependent Claim 20 words
A process for coloring paper, comprising combining paper pulp with a carbon black having attached at least one organic group.
Claim 97
Dependent Claim 20 words
A process for coloring paper, comprising combining paper pulp with a carbon black having attached at least one organic group.
Claim 98
Dependent Claim 20 words
The process of claim 81, wherein said process comprises bringing pulp into contact with a dispersion comprising said carbon black.
Claim 99
Dependent Claim 20 words
The process of claim 81, further comprising introducing to the paper pulp a sizing agent, a retention aid, or both.
Claim 100
Dependent Claim 30 words
The process of claim 81, further comprising introducing to the paper pulp a sizing agent, a retention aid, a fixative, a filler, a defoamer, a deflocculating agent, or combinations thereof.
Claim 101
Dependent Claim 18 words
A paper product comprising paper pulp and a carbon black product having attached at least one organic group.
Claim 102
Dependent Claim 18 words
A paper product comprising paper pulp and a carbon black product having attached at least one organic group.
Claim 103
Dependent Claim 85 words
The paper product claim 85, wherein said organic group comprises a) an aromatic group and b) an acidic group having a pKa of less than 11, or a salt of an acidic group having a pKa of less than 11, or a mixture of an acidic group having a pKa of less than 11 and a salt of an acidic group having a pKa of less than 11, wherein at least one aromatic group of the organic group is directly attached to the carbon black.
Claim 104
Dependent Claim 94 words
The paper product of claim 85, wherein the organic group is a substituted or unsubstituted sulfophenyl group or a salt thereof; a substituted or unsubstituted (polysulfo)phenyl group or a salt thereof; a substituted or unsubstituted carboxyphenyl group or a salt thereof; a substituted or unsubstituted (polycarboxy)phenyl group or a salt thereof; a substituted or unsubstituted sulfonaphthyl group or a salt thereof; a substituted or unsubstituted (polysulfo)naphthyl group or a salt thereof; a substituted or unsubstituted carboxynaphthyl group or a salt thereof; a substituted or unsubstituted (polycarboxy)naphthyl group or a salt thereof; or combinations thereof.
Claim 105
Dependent Claim 28 words
The paper product of claim 85, wherein the organic group is a p-sulfophenyl or a salt thereof; a p-carboxyphenyl or a salt thereof; a hydroxysulfophenyl group; or 4-hydroxy-3-sulfophenyl.
Claim 106
Dependent Claim 37 words
The paper product of claim 85, wherein said organic group comprises an aromatic group and an ionic or ionizable group, wherein at least one aromatic group of the organic group is directly attached to the carbon black.
Claim 107
Dependent Claim 90 words
The paper product of claim 85, wherein said organic group comprises a C 1 -C 12 alkyl group and an acidic group having a pKa of less than 11, or a salt of an acidic group having a pKa of less than 11, or a mixture of an acidic group having a pKa of less than 11 and a salt of an acidic group having a pKa of less than 11, wherein the C 1 -C 12 alkyl group of the organic group is directly attached to the carbon black.
Claim 108
Dependent Claim 325 words
The paper product of claim 85, wherein said organic group is an aromatic group of the formula A y Ar, wherein: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, halogen, OSO 3 H, OSO 3 - salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical, unsubstituted or substituted with one or more of said functional groups; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 109
Dependent Claim 265 words
The paper product of claim 85, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from phenyl, naphthyl, anthryl, phenanthryl, biphenyl, and pyridyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from OR, COR, COOR, OCOR, COOLi, COONa, COOK, COO - NR 4 + , CN, NR 2 , SO 3 H, SO 3 Li, SO 3 Na, SO 3 K, SO 3 - NR 4 + , NR(COR), CONR 2 , NO 2 , PO 3 H 2 , PO 3 HNa, PO 3 Na 2 , N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical, unsubstituted or substituted with one or more of said functional groups; where R is hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; or unsubstituted or substituted arylalkyl or arylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; and y is an integer from 1 to 5 when Ar is phenyl, 1 to 7 when Ar is naphthyl, 1 to 9 when Ar is anthryl, phenanthryl, or biphenyl, and 1 to 4 when Ar is pyridyl.
Claim 110
Dependent Claim 236 words
The paper product of claim 85, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from phenyl, benzothiazolyl, and benzothiadiazolyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of S k R, SSO 3 H, SO 2 NRR', SO 2 SR, SNRR', SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), and 2-(1,3-dithiolanyl); and a linear, branched, aromatic, or cyclic hydrocarbon radical, unsubstituted or substituted with one or more of said functional groups; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; y is an integer from 1-5 when Ar is phenyl, 1-4 when Ar is benzothiazolyl, and 1-3 when Ar is benzothiadiazolyl; k is an integer from 1 to 8; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 111
Dependent Claim 22 words
The paper product of claim 85, wherein said organic group comprises ArNH 2 , wherein Ar is a substituted or unsubstituted arylene.
Claim 112
Dependent Claim 39 words
The paper product of claim 85, wherein said organic group comprises ArQAr'NH 2 , wherein Ar and Ar', which may be the same or different, are substituted or unsubstituted arylene, and Q is CH 2 or SO 2 .
Claim 113
Dependent Claim 34 words
A paper product comprising paper pulp and a carbon black product having attached at least one organic group, wherein the organic group comprises a C 1 -C 12 alkyl group or an aromatic group.
Claim 114
Dependent Claim 34 words
A paper product comprising paper pulp and a carbon black product having attached at least one organic group, wherein the organic group comprises a C 1 -C 12 alkyl group or an aromatic group.
Claim 115
Dependent Claim 13 words
The paper product of claim 96, further comprising an ionic or ionizable group.
Claim 116
Dependent Claim 50 words
The paper product of claim 97, wherein the ionic or ionizable group is a sulfonic acid group or a salt thereof, a sulfinic acid group or a salt thereof, a carboxylic acid group or a salt thereof, a phosphonic acid group or a salt thereof, or a quaternary ammonium group.
Claim 117
Dependent Claim 52 words
The paper product of claim 96, wherein the organic group is a substituted or unsubstituted sulfophenyl group or a salt thereof, a substituted or unsubstituted (polysulfo)phenyl group or a salt thereof; a substituted or unsubstituted sulfonaphthyl group or a salt thereof; or a substituted or unsubstituted (polysulfo)naphthyl group or a salt thereof.
Claim 118
Dependent Claim 16 words
The paper product of claim 96, wherein the organic group is p-sulfophenyl or a salt thereof.
Claim 119
Dependent Claim 20 words
The paper product of claim 96, wherein the organic group comprises an aromatic group directly attached to the carbon black.
Claim 120
Dependent Claim 24 words
The paper product of claim 96, wherein the organic group comprises a C 1 -C 12 alkyl group directly attached to the carbon black.
Claim 121
Dependent Claim 344 words
A carbon black product comprising a carbon black and at least one organic group attached to the carbon black, wherein the organic group is an aromatic group of the formula A y Ar, wherein: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 - salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; and an unsubstituted cyclic hydrocarbon radical; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 122
Dependent Claim 344 words
A carbon black product comprising a carbon black and at least one organic group attached to the carbon black, wherein the organic group is an aromatic group of the formula A y Ar, wherein: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 - salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; and an unsubstituted cyclic hydrocarbon radical; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 123
Dependent Claim 271 words
The carbon black product of claim 103, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from the group consisting of phenyl, naphthyl, anthryl, phenanthryl, biphenyl, and pyridyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, COOLi, COONa, COOK, COO - NR 4 + , CN, NR 2 , SO 3 H, SO 3 Li, SO 3 Na, SO 3 K, SO 3 - NR 4 + , NR(COR), CONR 2 , NO 2 , PO 3 H 2 , PO 3 HNa, PO 3 Na 2 , N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; where R is hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl or arylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; and y is an integer from 1 to 5 when Ar is phenyl, 1 to 7 when Ar is naphthyl, 1 to 9 when Ar is anthryl, phenanthryl, or biphenyl, and 1 to 4 when Ar is pyridyl.
Claim 124
Dependent Claim 239 words
The carbon black product of claim 103, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from the group consisting of phenyl, benzothiazolyl, and benzothiadiazolyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of S k R, SSO 3 H, SO 2 NRR', SO 2 SR, SNRR', SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), and 2-(1,3-dithiolanyl); and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; y is an integer from 1-5 when Ar is phenyl, 1-4 when Ar is benzothiazolyl, and 1-3 when Ar is benzothiadiazolyl; k is an integer from 1 to 8; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 125
Dependent Claim 151 words
The carbon black product of claim 103, wherein A is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 - salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups.
Claim 126
Dependent Claim 345 words
A rubber composition prepared by a process comprising mixing rubber and a carbon black product having at least one organic group attached to the carbon black, wherein the organic group is A y Ar, wherein: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 -- salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; and an unsubstituted cyclic hydrocarbon radical; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 127
Dependent Claim 345 words
A rubber composition prepared by a process comprising mixing rubber and a carbon black product having at least one organic group attached to the carbon black, wherein the organic group is A y Ar, wherein: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 -- salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; and an unsubstituted cyclic hydrocarbon radical; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 128
Dependent Claim 238 words
A rubber composition of claim 107, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from the group consisting of phenyl, benzothiazolyl, and benzothiadiazolyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of S k R, SSO 3 H, SO 2 NRR', SO 2 SR, SNRR', SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), and 2-(1,3-dithiolanyl); and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; y is an integer from 1-5 when Ar is phenyl, 1-4 when Ar is benzothiazolyl, and 1-3 when Ar is benzothiadiazolyl; k is an integer from 1 to 8; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 129
Dependent Claim 150 words
The rubber composition of claim 107, wherein A is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of OR, COR, COOR, OCOR, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 -- salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical substituted with one or more of said functional groups.
Claim 130
Dependent Claim 9 words
A rubber composition of claim 108 which is cured.
Claim 131
Dependent Claim 9 words
A rubber composition of claim 109 which is cured.
Claim 132
Dependent Claim 42 words
A process for coloring plastic, comprising combining a plastic with a carbon black having attached at least one organic group, wherein said organic group comprises an aromatic group or a C 1 -C 12 alkyl group directly attached to the carbon black.
Claim 133
Dependent Claim 42 words
A process for coloring plastic, comprising combining a plastic with a carbon black having attached at least one organic group, wherein said organic group comprises an aromatic group or a C 1 -C 12 alkyl group directly attached to the carbon black.
Claim 134
Dependent Claim 21 words
The process of claim 112, wherein said process comprises bringing the plastic into contact with a dispersion comprising said carbon black.
Claim 135
Dependent Claim 12 words
The process of claim 112, wherein said plastic is a molten plastic.
Claim 136
Dependent Claim 13 words
The process of claim 112, wherein said plastic is a dry mix plastic.
Claim 137
Dependent Claim 39 words
A plastic product comprising a plastic and a carbon black product having attached at least one organic group, wherein said organic group encompasses an aromatic group or C 1 -C 12 alkyl group directly attached to said carbon black.
Claim 138
Dependent Claim 39 words
A plastic product comprising a plastic and a carbon black product having attached at least one organic group, wherein said organic group encompasses an aromatic group or C 1 -C 12 alkyl group directly attached to said carbon black.
Claim 139
Dependent Claim 85 words
The plastic product claim 116, wherein said organic group comprises a) an aromatic group and b) an acidic group having a pKa of less than 11, or a salt of an acidic group having a pKa of less than 11, or a mixture of an acidic group having a pKa of less than 11 and a salt of an acidic group having a pKa of less than 11, wherein at least one aromatic group of the organic group is directly attached to the carbon black.
Claim 140
Dependent Claim 94 words
The paper product of claim 116, wherein the organic group is a substituted or unsubstituted sulfophenyl group or a salt thereof; a substituted or unsubstituted (polysulfo)phenyl group or a salt thereof; a substituted or unsubstituted carboxyphenyl group or a salt thereof; a substituted or unsubstituted (polycarboxy)phenyl group or a salt thereof; a substituted or unsubstituted sulfonaphthyl group or a salt thereof; a substituted or unsubstituted (polysulfo)naphthyl group or a salt thereof; a substituted or unsubstituted carboxynaphthyl group or a salt thereof; a substituted or unsubstituted (polycarboxy)naphthyl group or a salt thereof; or combinations thereof.
Claim 141
Dependent Claim 28 words
The paper product of claim 116, wherein the organic group is a p-sulfophenyl or a salt thereof; a p-carboxyphenyl or a salt thereof; a hydroxysulfophenyl group; or 4-hydroxy-3-sulfophenyl.
Claim 142
Dependent Claim 37 words
The plastic product of claim 116, wherein said organic group comprises an aromatic group and an ionic or ionizable group, wherein at least one aromatic group of the organic group is directly attached to the carbon black.
Claim 143
Dependent Claim 90 words
The plastic product of claim 116, wherein said organic group comprises a C 1 -C 12 alkyl group and an acidic group having a pKa of less than 11, or a salt of an acidic group having a pKa of less than 11, or a mixture of an acidic group having a pKa of less than 11 and a salt of an acidic group having a pKa of less than 11, wherein the C 1 -C 12 alkyl group of the organic group is directly attached to the carbon black.
Claim 144
Dependent Claim 68 words
The plastic product of claim 116, wherein said organic group comprises Ar(CH 2 ) q S k (CH 2 ) r Ar', wherein Ar and Ar' may be the same or different and are chosen from the group consisting of arylene and heteroarylene; k is an integer from 1 to 8; q is an integer from 0 to 4; and r is an integer from 0 to 4.
Claim 145
Dependent Claim 62 words
The plastic product of claim 116, wherein said organic group comprises Ar(CH 2 ) q S k (CH 2 ) r Ar', wherein Ar is an arylene or a heteroarylene; Ar' is an aryl or a heteroaryl; k is an integer from 1 to 8; q is an integer from 0 to 4; and r is an integer from 0 to 4.
Claim 146
Dependent Claim 20 words
The plastic product of claim 116, wherein said organic group comprises ArSH, wherein Ar is an arylene or a heteroarylene.
Claim 147
Dependent Claim 325 words
The plastic product of claim 116, wherein said organic group is an aromatic group of the formula A y Ar, wherein: Ar is an aromatic or heteroaromatic radical; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from OR, COR, COOR, OCOR, halogen, a carboxylate salt, CN, NR 2 , SO 3 H, a sulfonate salt, OSO 3 H, OSO 3 - salts, NR(COR), CONR 2 , NO 2 , OPO 3 H 2 , a monobasic or dibasic phosphate salt, PO 3 H 2 , a monobasic or dibasic phosphonate salt, N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SO 2 NRR', SO 2 SR, SNRR', SSO 3 H, a SSO 3 - salt, SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), 2-(1,3-dithiolanyl), SOR, and SO 2 R; and a linear, branched, aromatic, or cyclic hydrocarbon radical, unsubstituted or substituted with one or more of said functional groups; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; y is an integer from 1 to the total number of --CH radicals present in the aromatic radical; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 148
Dependent Claim 263 words
The plastic product of claim 116, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from phenyl, naphthyl, anthryl, phenanthryl, biphenyl, and pyridyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from OR, COR, COOR, OCOR, COOLi, COONa, COOK, COO - NR 4 + , CN, NR 2 , SO 3 H, SO 3 Li, SO 3 Na, SO 3 K, SO 3 - NR 4 + , NR(COR), CONR 2 , NO 2 , PO 3 H 2 , PO 3 HNa, PO 3 Na 2 , N═NR, N 2 + X - , NR 3 + X - , PR 3 + X - , S k R, SOR, and SO 2 R; and a linear, branched or cyclic hydrocarbon radical, unsubstituted or substituted with one or more of said functional groups; where R is hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl or alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl or arylene; wherein k is an integer from 1 to 8; X - is a halide or an anion derived from a mineral or organic acid; and y is an integer from 1 to 5 when Ar is phenyl, 1 to 7 when Ar is naphthyl, 1 to 9 when Ar is anthryl, phenanthryl, or biphenyl, and 1 to 4 when Ar is pyridyl.
Claim 149
Dependent Claim 235 words
The plastic product of claim 116, wherein said aromatic group is a group of the formula A y Ar, wherein: Ar is an aromatic radical selected from phenyl, benzothiazolyl, and benzothiadiazolyl; A, which can be the same or different when y is greater than 1, is independently a substituent on the aromatic radical selected from: a functional group selected from the group consisting of S k R, SSO 3 H, SO 2 NRR', SO 2 SR, SNRR', SNQ, SO 2 NQ, CO 2 NQ, S-(1,4-piperazinediyl)-SR, 2-(1,3-dithianyl), and 2-(1,3-dithiolanyl); and a linear, branched or cyclic hydrocarbon radical, unsubstituted or substituted with one or more of said functional groups; where R and R', which can be the same or different, are hydrogen; branched or unbranched C 1 -C 20 unsubstituted or substituted alkyl, alkenyl, alkynyl; unsubstituted or substituted aryl; unsubstituted or substituted heteroaryl; unsubstituted or substituted alkylaryl; unsubstituted or substituted arylalkyl, arylene, heteroarylene, or alkylarylene; y is an integer from 1-5 when Ar is phenyl, 1-4 when Ar is benzothiazolyl, and 1-3 when Ar is benzothiadiazolyl; k is an integer from 1 to 8; and Q is (CH 2 ) w , (CH 2 ) x O(CH 2 ) z , (CH 2 ) x NR(CH 2 ) z , or (CH 2 ) x S(CH 2 ) z , where x is 1 to 6, z is 1 to 6, and w is 2 to 6.
Claim 150
Dependent Claim 22 words
The plastic product of claim 116, wherein said organic group comprises ArNH 2 , wherein Ar is a substituted or unsubstituted arylene.
Claim 151
Dependent Claim 39 words
The plastic product of claim 116, wherein said organic group comprises ArQAr'NH 2 , wherein Ar and Ar', which may be the same or different, are substituted or unsubstituted arylene, and Q is CH 2 or SO 2 .
Claim 152
Dependent Claim 42 words
A plastic product comprising a plastic and a carbon black product having attached at least one organic group, wherein the organic group comprises a C 1 -C 12 alkyl group or an aromatic group, and further comprising an ionic or ionizable group.
Claim 153
Dependent Claim 42 words
A plastic product comprising a plastic and a carbon black product having attached at least one organic group, wherein the organic group comprises a C 1 -C 12 alkyl group or an aromatic group, and further comprising an ionic or ionizable group.
Claim 154
Dependent Claim 50 words
The plastic product of claim 130, wherein the ionic or ionizable group is a sulfonic acid group or a salt thereof, a sulfinic acid group or a salt thereof, a carboxylic acid group or a salt thereof, a phosphonic acid group or a salt thereof, or a quaternary ammonium group.
Claim 155
Dependent Claim 52 words
The plastic product of claim 130, wherein the organic group is a substituted or unsubstituted sulfophenyl group or a salt thereof, a substituted or unsubstituted (polysulfo)phenyl group or a salt thereof; a substituted or unsubstituted sulfonaphthyl group or a salt thereof; or a substituted or unsubstituted (polysulfo)naphthyl group or a salt thereof.
Claim 156
Dependent Claim 16 words
The plastic product of claim 130, wherein the organic group is p-sulfophenyl or a salt thereof.
Claim 157
Dependent Claim 20 words
The plastic product of claim 130, wherein the organic group comprises an aromatic group directly attached to the carbon black.
Claim 158
Dependent Claim 24 words
The plastic product of claim 130, wherein the organic group comprises a C 1 -C 12 alkyl group directly attached to the carbon black.

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