US5707432A Expired / Lapsed US ⏱️ 0.0 years remaining

Modified carbon products and inks and coatings containing modified carbon products

Assignee: Cabot Corp

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Filing: 1996-06-14

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Granted: 1998-01-13

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Expires: 2016-06-14

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Abstract

Abstract A modified carbon product is described which comprises carbon having attached at least one organic group. The organic group comprises a) at least one aromatic group or a C 1 -C 12 alkyl group and b) at least one ionic group, at least one ionizable group, or a mixture of an ionic group and an ionizable group. The aromatic group or the C 1 -C 12 alkyl group of the organic group is directly attached to the carbon and the organic group is present at a level of from about 0.10 to about 2.5 micromoles/m 2 of the carbon used based on CTAB or t-area of the carbon or in an amount such that the modified carbon product has a residue value of more than about 5 wt %. Also described are aqueous and non-aqueous inks and coatings containing the modified carbon product. A method to increase the flow of an ink, as measured by glass plate flow, by incorporating the modified carbon product as part of the ink is also disclosed. Lastly, non-aqueous ink and coating formulations are described which contain an appropriate solvent and a modified carbon product comprising carbon having attached at least one organic group, wherein the organic group comprises a) at least one aromatic group or C 1 -C 12 alkyl group, and b) at least one ionic group, at least one ionizable group, or a mixture of an ionic group and an ionizable group, wherein the organic group is present in any amount.

Inventors

👤 Curtis E. Adams
👤 James A. Belmont

Bibliographic Details

Application Number —

Jurisdiction US

Data Source google_patents

Last Synchronized 2026-10-24 18:05

CPC Classifications

C; C09; C09D; C09D11/00; C09D11/30; C09D11/32; C09D11/324; C09C; C09C1/00; C09C1/44; C09C1/48; C09C1/56; C09C3/00; C09C3/08; C09D11/02; C09D11/03; C09D11/037; C09D7/00; C09D7/40; C09D7/60; C09D7/61; C09D7/62; C01; C01P; C01P2006/00; C01P2006/12; C01P2006/22; C01P2006/60; C01P2006/62; C01P2006/63; C01P2006/64; C08; C08K; C08K3/00; C08K3/02; C08K3/04; C08K9/00; C08K9/04

Claims Analysis

Total Claims: 45

Claim 1

Independent Claim 129 words

A modified carbon product comprising carbon having attached at least one organic group, the organic group comprising a) at least one aromatic group or a C 1 -C 12 alkyl group, and b) at least one ionic group, at least one ionizable group, or a mixture of an ionic group and an ionizable group, wherein the at least one aromatic group or C 1 -C 12 alkyl group of the organic group is directly attached to the carbon and the organic group is present at a level of from about 0.10 to about 2.5 micromoles/m 2 of the carbon used based on CTAB or t-area of the carbon, or in an amount such that the modified carbon product has a residue value of more than about 5 wt %.

Claim 2

Dependent Claim 129 words

Claim 3

Dependent Claim 34 words

The modified carbon product of claim 1, wherein levels of the organic group are from about 0.4 to about 2.2 micromoles/m 2 of the carbon used based on CTAB or t-area of the carbon.

Claim 4

Dependent Claim 22 words

The modified carbon product of claim 1, wherein the ionic or the ionizable group is a carboxylic acid or a salt thereof.

Claim 5

Dependent Claim 22 words

The modified carbon product of claim 1, wherein the ionic or the ionizable group is a sulfonic acid or a salt thereof.

Claim 6

Dependent Claim 19 words

The modified carbon product of claim 1, wherein the organic group is a sulfophenyl group or a salt thereof.

Claim 7

Dependent Claim 17 words

The modified carbon product of claim 1, wherein the organic group is p-sulfophenyl or a salt thereof.

Claim 8

Dependent Claim 19 words

The modified carbon product of claim 1, wherein the organic group is p--C 6 H 4 SO 3 Na.

Claim 9

Dependent Claim 19 words

The modified carbon product of claim 1, wherein the organic group is a carboxyphenyl group or a salt thereof.

Claim 10

Dependent Claim 19 words

The modified carbon product of claim 1, wherein the organic group is a p-carboxyphenyl group or a salt thereof.

Claim 11

Dependent Claim 21 words

The modified carbon product of claim 1, wherein the organic group is a p--C 6 H 4 CO 2 H group.

Claim 12

Dependent Claim 19 words

The modified carbon product of claim 1 wherein the ionic or the ionizable group is a quaternary ammonium salt.

Claim 13

Dependent Claim 120 words

The modified carbon product of claim 1, wherein the organic group is 3--C 5 H 4 N(C 2 H 5 ) + X - , C 6 H 4 NC 5 H 5 + X - , C 6 H 4 COCH 2 N(CH 3 ) 3 + X - , C 6 H 4 COCH 2 (NC 5 H 5 ) + X - , 3--C 5 H 4 N(CH 3 ) + X - , C 6 H 4 N(CH 3 ) 3 + X - , and C 6 H 4 CH 2 N(CH 3 ) 3 + X - , wherein X - is a halide or an anion derived from a mineral or organic acid.

Claim 14

Dependent Claim 36 words

The modified carbon product of claim 12, wherein the organic group is C 6 H 4 NC 5 H 5 + X - or C 6 H 4 N(CH 3 ) 3 + X - .

Claim 15

Dependent Claim 19 words

The modified carbon product of claim 1, wherein the organic group is a carboxy-hydroxy phenyl group or its salt.

Claim 16

Dependent Claim 15 words

The modified carbon product of claim 1, wherein the organic group is 4-carboxy-3 hydroxy phenyl.

Claim 17

Dependent Claim 27 words

The modified carbon product of claim 1, wherein the carbon is carbon black, graphite, carbon fiber, vitreous carbon, finely-divided carbon, activated charcoal, activated carbon, or mixtures thereof.

Claim 18

Dependent Claim 13 words

The modified carbon product of claim 16, wherein the carbon is carbon black.

Claim 19

Dependent Claim 19 words

The modified carbon product of claim 1, wherein the aromatic ring of the aromatic group is an aryl group.

Claim 20

Dependent Claim 19 words

The modified carbon product of claim 1, wherein the aromatic ring of the aromatic group is a heteroaryl group.

Claim 21

Dependent Claim 157 words

The modified carbon product of claim 1, wherein the organic group has one or more groups selected from R, OR, COR, COOR, OCOR, halogen, CN, NR 2 , SO 2 NR(COR), SO 2 NR 2 , NR(COR), CONR 2 , NO 2 , SO 3 M, SO 3 NR 4 , and N═NR'; wherein R is independently hydrogen, C 1 -C 12 substituted or unsubstituted alkyl, C 3 -C 20 substituted or unsubstituted alkenyl, (C 2 -C 4 alkyleneoxy) x R", or a substituted or unsubstituted aryl; R' is independently hydrogen, C 1 -C 20 substituted or unsubstituted alkyl, or a substituted or unsubstituted aryl; R" is hydrogen, a C 1 -C 20 substituted or unsubstituted alkyl, a C 3 -C 20 substituted or unsubstituted alkenyl, a C 1 -C 20 substituted or unsubstituted alkanoyl, or a substituted or unsubstituted aroyl; M is H, Li, Na, Cs, or K; and x is an integer ranging from 1-40.

Claim 22

Dependent Claim 263 words

The modified carbon product of claim 1 wherein the modified carbon product has further attached to the carbon an aromatic group of the formula A y Ar-, in which Ar is an aromatic radical selected from the group consisting of phenyl, naphthyl, anthracenyl, phenanthrenyl, biphenyl, pyridinyl and triazinyl; A is hydrogen, a functional group selected from the group consisting of R, OR, COR, COOR, OCOR, halogen, CN, NR 2 , SO 2 NR 2 , SO 2 NR(COR), NR(COR), CONR 2 , NO 2 , SO 3 M, SO 3 NR 4 , and N═NR'; or A is a linear, branched or cyclic hydrocarbon radical, unsubstituted or substituted with one or more of said functional groups; R is independently hydrogen, a C 1 -C 20 substituted or unsubstituted alkyl, a C 3 -C 20 substituted or unsubstituted alkenyl, (C 2 -C 4 alkyleneoxy) x R" or a substituted or unsubstituted aryl; R' is hydrogen, a C 1 -C 20 substituted or unsubstituted alkyl, or a substituted or unsubstituted aryl; R" is hydrogen, a C 1 -C 20 substituted or unsubstituted alkyl, a C 3 -C 20 substituted or unsubstituted alkenyl, a C 1 -C 20 substituted or unsubstituted alkanoyl or a substituted or unsubstituted aroyl; x is from 1-40; M is H, Li, Na, Cs, or K; 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 anthracenyl, phenanthrenyl, or biphenyl, or 1 to 4 when Ar is pyridinyl, or 1 to 2 when Ar is triazinyl.

Claim 23

Dependent Claim 16 words

A non-aqueous coating composition comprising a non-aqueous solvent and the modified carbon product of claim 1.

Claim 24

Dependent Claim 16 words

A non-aqueous ink composition comprising a non-aqueous vehicle and the modified carbon product of claim 1.

Claim 25

Dependent Claim 14 words

An aqueous coating composition comprising water and the modified carbon product of claim 1.

Claim 26

Dependent Claim 14 words

An aqueous ink composition comprising water and the modified carbon product of claim 1.

Claim 27

Dependent Claim 81 words

A non-aqueous ink or coating composition comprising a modified carbon product and a non-aqueous solvent or vehicle, wherein the modified carbon product comprises carbon having attached at least one organic group, the organic group comprising a) at least one aromatic group, and b) at least one ionic group, at least one ionizable group, or a mixture of an ionic group and an ionizable group, wherein the at least one aromatic group of the organic group is directly attached to the carbon.

Claim 28

Dependent Claim 81 words

Claim 29

Dependent Claim 26 words

A method to increase flow of an ink as measured by glass plate flow, comprising incorporating into the ink a modified carbon product of claim 1.

Claim 30

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 1, and a coloring pigment other than carbon black.

Claim 31

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 2, and a coloring pigment other than carbon black.

Claim 32

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 3, and a colortag pigment other than carbon black.

Claim 33

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 4, and a coloring pigment other than carbon black.

Claim 34

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 5, and a colortag pigment other than carbon black.

Claim 35

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 6, and a coloring pigment other than carbon black.

Claim 36

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 7, and a coloring pigment other than carbon black.

Claim 37

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 8, and a coloring pigment other than carbon black.

Claim 38

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 10, and a coloring pigment other than carbon black.

Claim 39

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 11, and a coloring pigment other than carbon black.

Claim 40

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 12, and a coloring pigment other than carbon black.

Claim 41

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 16, and a coloring pigment other than carbon black.

Claim 42

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 20, and a coloring pigment other than carbon black.

Claim 43

Dependent Claim 24 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 21, and a coloring pigment other than carbon black.

Claim 44

Dependent Claim 14 words

The coating composition of claim 26, further comprising a coloring pigment other than carbon.

Claim 45

Dependent Claim 22 words

A coating composition comprising water or a non-aqueous solvent, the modified carbon product of claim 1 and clay, talc, silica, or carbonate.

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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)	2001-01-12	2001-07-14	2002-01-13	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	2005-01-12	2005-07-14	2006-01-13	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2009-01-12	2009-07-14	2010-01-13	$7700.00	Window Closed / Lapsed

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