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

Assignee: Cabot Corp
•
Filing: 1998-07-07
•
Granted: 1999-05-04
•
Expires: 2018-07-07
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Abstract

Abstract Processes for coloring a fiber or textile by adding 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 2026-10-24 13:16
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: 34
Claim 1
Independent Claim 30 words
A process for coloring a fiber or textile, comprising treating the fiber or textile with a modified carbon black having at least one organic group attached to the carbon black.
Claim 2
Dependent Claim 30 words
A process for coloring a fiber or textile, comprising treating the fiber or textile with a modified carbon black having at least one organic group attached to the carbon black.
Claim 3
Dependent Claim 22 words
The process of claim 1, wherein said process comprises bringing a fiber into contact with a solution comprising said modified carbon black.
Claim 4
Dependent Claim 12 words
The process of claim 2, wherein said fiber is a natural fiber.
Claim 5
Dependent Claim 12 words
The process of claim 3, wherein said fiber is a synthetic fiber.
Claim 6
Dependent Claim 24 words
The process of claim 2, wherein said fiber comprises cotton fibers, wool fibers, silk fibers, linen fibers, polyester fibers, nylon fibers, or combinations thereof.
Claim 7
Dependent Claim 18 words
The process of claim 1, wherein said process comprises bringing a textile into contact with said carbon black.
Claim 8
Dependent Claim 12 words
The process of claim 6, wherein said textile comprises a natural fiber.
Claim 9
Dependent Claim 12 words
The process of claim 6, wherein said textile comprises a synthetic fiber.
Claim 10
Dependent Claim 24 words
The process of claim 6, wherein said textile comprises cotton fibers, wool fibers, silk fibers, linen fibers, polyester fibers, nylon fibers, or combinations thereof.
Claim 11
Dependent Claim 18 words
The process of claim 6, wherein said textile comprises cotton fibers, wool fibers, silk fibers, or linen fibers.
Claim 12
Dependent Claim 27 words
A treated fiber or textile comprising a fiber or textile and a modified carbon black product having at least one organic group attached to the carbon black.
Claim 13
Dependent Claim 27 words
A treated fiber or textile comprising a fiber or textile and a modified carbon black product having at least one organic group attached to the carbon black.
Claim 14
Dependent Claim 88 words
The treated fiber or textile of claim 11, 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 15
Dependent Claim 96 words
The treated fiber or textile of claim 11, 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 16
Dependent Claim 35 words
The treated fiber or textile of claim 11, wherein the organic group is a p-sulfophenyl or a salt thereof; a p-carboxyphenyl or a salt thereof; a Na salt of p-sulfophenyl; a hydroxysulfophenyl group; or 4-hydroxy-3-sulfophenyl.
Claim 17
Dependent Claim 37 words
The treated fiber or textile of claim 11, wherein said organic group comprises an aromatic group and a cationic group, wherein at least one aromatic group of the organic group is directly attached to the carbon black.
Claim 18
Dependent Claim 92 words
The treated fiber or textile of claim 11, 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 19
Dependent Claim 70 words
The treated fiber or textile of claim 11, 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 20
Dependent Claim 64 words
The treated fiber or textile of claim 11, 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 21
Dependent Claim 22 words
The treated fiber or textile of claim 11, wherein said organic group comprises ArSH, wherein Ar is an arylene or a heteroarylene.
Claim 22
Dependent Claim 326 words
The treated fiber or textile of claim 11, 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, 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 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 23
Dependent Claim 265 words
The treated fiber or textile of claim 20, 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 24
Dependent Claim 237 words
The treated fiber or textile of claim 20, 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 25
Dependent Claim 24 words
The treated fiber or textile of claim 11, wherein said organic group comprises ArNH 2 , wherein Ar is a substituted or unsubstituted arylene.
Claim 26
Dependent Claim 41 words
The treated fiber or textile of claim 11, 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 27
Dependent Claim 39 words
A fiber or textile composition comprising a fiber or textile 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 28
Dependent Claim 39 words
A fiber or textile composition comprising a fiber or textile 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 29
Dependent Claim 52 words
The fiber or textile composition of claim 25 wherein the ionic or ionizable group is a sulfonic acid group or a salt thereof, a sulfonic 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 30
Dependent Claim 37 words
The fiber or textile composition of claim 25, wherein the organic group is a substituted or unsubstituted sulfophenyl group or a salt thereof, or the organic group is substituted or unsubstituted (polysulfo)phenyl group or a salt thereof.
Claim 31
Dependent Claim 37 words
The fiber or textile composition of claim 25 wherein the organic group is a substituted or unsubstituted sulfonaphthyl group or a salt thereof, or the organic group is substituted or unsubstituted (polysulfo)napthyl group or a salt thereof.
Claim 32
Dependent Claim 18 words
The fiber or textile composition of claim 25 wherein the organic group is p-sulfophenyl or a salt thereof.
Claim 33
Dependent Claim 22 words
The fiber or textile composition of claim 25, wherein the organic group comprises an aromatic group directly attached to the carbon black.
Claim 34
Dependent Claim 26 words
The fiber or textile composition of claim 25, wherein the organic group comprises a C 1 -C 12 alkyl group directly attached to the carbon black.

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2002-05-03 2002-11-02 2003-05-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2006-05-03 2006-11-02 2007-05-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2010-05-03 2010-11-02 2011-05-04 $7700.00 Window Closed / Lapsed

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