High structure carbon blacks

Patent metadata

Field	Value
Publication number	US-9388300-B2
Application number	US-201514723526-A
Country	US
Kind code	B2
Filing date	May 28, 2015
Priority date	Jul 13, 2012
Publication date	Jul 12, 2016
Grant date	Jul 12, 2016

Abstract

Disclosed herein are high structured carbon blacks, methods of synthesis and treatment, and dispersions and inkjet ink formulations prepared therefrom. The carbon black can have the following properties: OAN ≧170 mL/100 g; and STSA ranging from 160 to 220 m 2 /g. The carbon black can also have the following properties: OAN ≧170 mL/100 g; and a ratio of STSA/BET surface area ranging from 0.7 to 1.

First claim

The invention claimed is:

1. A dispersion comprising a carbon black having the following properties:
OAN ≧170 mL/100 g;
STSA ranging from 160 to 220 m 2 /g;
BET surface area ranging from 190 to 275 m 2 /g; and
a COAN of at least 120 mL/100 g.

2. The dispersion of claim 1 , wherein the carbon black is an oxidized carbon black.

3. The dispersion of claim 2 , wherein the oxidized carbon black has a surface comprising at least one group selected from phenols, lactones, carbonyls, carboxyls, anhydrides, ethers, and quinones.

4. The dispersion of claim 2 , wherein the carbon black is a modified carbon black.

5. The dispersion of claim 4 , wherein the carbon black is modified with at least one organic group.

6. The dispersion of claim 5 , wherein the at least one organic group comprises the formula —[R(A)]-, wherein:
R is attached to the carbon black and is selected from arylene, heteroarylene, and alkylene, and
A is selected from carboxylic acids, sulfonic acids, phosphonic acids, hydroxyls, amines, and esters, amides, and salts thereof.

7. The carbon black of claim 6 , wherein R comprises the formula R′-Sp, wherein R′ is selected from arylene, heteroarylene, and alkylene, and Sp is a spacer selected from —CO 2 —, —O 2 C—, —CO—, —OSO 2 —, —SO 3 —, —SO 2 —, —SO 2 C 2 H 4 —O—, —SO 2 C 2 H 4 S—, —SO 2 C 2 H 4 NR″—, —O—, —S—, —NR″—, —NR″CO—, —CONR″—, —NR″CO 2 —, —O 2 CNR″—, —NR″CONR″—, —N(COR″)CO—, —CON(COR″)—, —NR″COCH(CH 2 CO 2 R″)— and cyclic imides therefrom, —NR″COCH 2 CH(CO 2 R″)— and cyclic imides therefrom, —CH(CH 2 CO 2 R″)CONR″— and cyclic imides therefrom, —CH(CO 2 R″)CH 2 CONR″ and cyclic imides therefrom, sulfonamide groups, arylene groups, alkylene groups, and R″, which can be the same or different, is selected from hydrogen, substituted and unsubstituted C 5 -C 20 aryl groups, and substituted and unsubstituted C 1 -C 6 alkyl groups.

8. The carbon black of claim 6 , wherein R comprises the formula R′-Sp, wherein R′ is selected from arylene, heteroarylene, and alkylene, and Sp is a spacer derived from a compound having a reactive group selected from a carboxylic acid or ester, an acid chloride, a sulfonyl chloride, an acyl azide, an isocyanate, a ketone, an aldehyde, an anhydride, an amide, an imide, an imine, an α,β-unsaturated ketone, aldehyde, or sulfone, an alkyl halide, an epoxide, an alkyl sulfonate or sulfate such as a (2-sulfatoethyl)-sulfone group, an amine, a hydrazine, an alcohol, a thiol, a hydrazide, an oxime, a triazene, a carbanion, an aromatic compound, and salts and derivatives thereof, or any combination thereof.

9. The carbon black of claim 6 , wherein R comprises the formula R′-Sp, wherein R′ is selected from arylene, heteroarylene, and alkylene, and Sp is a spacer derived from a compound selected from 4-aminobenzyl amine, 3-aminobenzyl amine, 2-aminobenzyl amine, 2-aminophenyl ethylamine, 4-aminophenyl-(2-sulfatoethyl)-sulphone, p-aminobenzoic acid, 4-aminophthalic acid, and 5-aminobenzene-1,2,3-tricarboxylic acid.

10. The dispersion of claim 1 , wherein the carbon black has a mean volume ranging from 0.1 to 0.18 μm.

11. The dispersion of claim 1 , wherein the carbon black has a D10 ranging from 0.05 to 0.1 μm.

12. The dispersion of claim 1 , wherein the carbon black has a D10 ranging from 0.06 to 0.1 μm.

13. The dispersion of claim 1 , wherein the carbon black has a D10 ranging from 0.07 to 0.1 μm.

14. The dispersion of claim 1 , wherein the carbon black has a D50 ranging from 0.1 to 0.16 μm.

15. The dispersion of claim 1 , wherein the carbon black has a D90 ranging from 0.18 to 0.25 μm.

16. The dispersion of claim 1 , wherein the carbon black has a D90 ranging from 0.15 to 0.24 μm.

17. The dispersion of claim 1 , wherein the carbon black has a D90 ranging from 0.18 to 0.24 μm.

18. The dispersion of claim 1 , wherein the dispersion is aqueous.

19. An inkjet ink composition comprising the dispersion of claim 1 .

20. The dispersion of claim 5 , wherein the at least one organic group comprises at least one ionic group, ionizable group, or mixtures of an ionic group and an ionizable group.

21. The dispersion of claim 20 , wherein the at least one ionic group comprises at least one anionic group selected from —COO − , —SO 3 − , —OSO 3 − , —HPO 3 − , —OPO 3 2− , and —PO 3 2− .

22. The dispersion of claim 20 , wherein the at least one ionizable group is selected from —COOH, —SO 3 H, —PO 3 H 2 , —R′SH, or R′OH, where R′ represents hydrogen or a substituted or unsubstituted aryl or alkyl group.

23. The dispersion of claim 5 , wherein the at least one organic group is attached to the carbon black either directly or indirectly via an intermediary or spacer group.

24. The dispersion of claim 5 , wherein the at least one organic group is selected from a benzene carboxylic acid group, a benzene dicarboxylic acid group, and a benzene tricarboxylic acid group.

25. The dispersion of claim 6 , wherein A is selected from carboxylic acids, sulfonic acids, phosphonic acids, hydroxyls, amines, and esters, amides, and salts thereof.

26. The dispersion of claim 6 , wherein A is selected from hydrogen, alkyls, aryls, heteroaryls, alkylene oxides (e.g., ethylene or propylene oxide), carboxylic acid esters, and glycols.

27. An inkjet ink composition comprising a carbon black having the following properties:
OAN ≧170 mL/100 g;
STSA ranging from 160 to 220 m 2 /g;
BET surface area ranging from 190 to 275 m 2 /g; and
a COAN of at least 120 mL/100 g.

28. The inkjet ink composition of claim 27 , wherein the composition further comprises at least one surfactant.

29. The inkjet ink composition of claim 28 , wherein the at least one surfactant comprises at least one anionic surfactant.

30. The inkjet ink composition of claim 29 , wherein the at least one anionic surfactant is selected from higher fatty acid salts, higher alkyldicarboxylates, sulfuric acid ester salts of higher alcohols, higher alkyl-sulfonates, alkylbenzenesulfonates, alkylnaphthalene sulfonates, naphthalene sulfonates, formalin polycondensates, condensates between higher fatty acids and amino acids, dialkylsulfosuccinic acid ester salts, alkylsulfosuccinates, naphthenates, alkylether carboxylates, acylated peptides, α-olefin sulfonates, N-acrylmethyl taurine, alkylether sulfonates, secondary higher alcohol ethoxysulfates, polyoxyethylene alkylphenylether sulfates, monoglycylsulfates, alkylether phosphates and alkyl phosphates, alkyl phosphonates and bisphosphonates, and hydroxylated and aminated derivatives.

31. The inkjet ink composition of claim 28 , wherein the at least one surfactant comprises at least one nonionic surfactant.

32. The inkjet ink composition of claim 31 , wherein the at least one nonionic surfactant is selected from fluorine derivatives, silicone derivatives, acrylic acid copolymers, polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene secondary alcohol ether, polyoxyethylene styrol ether, ethoxylated acetylenic diols, polyoxyethylene lanolin derivatives, ethylene oxide derivatives of alkylphenol formalin condensates, polyoxyethylene polyoxypropylene block polymers, fatty acid esters of polyoxyethylene polyoxypropylene alkylether polyoxyethylene compounds, ethylene glycol fatty acid esters of polyethylene oxide condensation type, fatty acid monoglycerides, fa

Assignees

• Cabot Corp

Inventors

• Dikan Andrew P
• Rouanet Stephane F
• Clarke Heather E
• Mackay Bruce E
• Pierre Danny

Classifications

• C09C1/565

  comprising an oxidative treatment with oxygen, ozone or oxygenated compounds, e.g. when such treatment occurs in a region of the furnace next to the carbon black generating reaction zone · CPC title

• B01J19/18

  Stationary reactors having moving elements inside (B01J19/08, B01J19/26 take precedence) · CPC title

• B01J19/26

  Nozzle-type reactors, i.e. the distribution of the initial reactants within the reactor is effected by their introduction or injection through nozzles · CPC title

• C01P2006/19

  Oil-absorption capacity, e.g. DBP values · CPC title

• C01P2004/62

  Submicrometer sized, i.e. from 0.1-1 micrometer · CPC title