# US 2016/0355686 A1 · High structure carbon blacks

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- Number: US 2016/0355686 A1
- Document ID: US20160355686A1
- Status: Published application
- Kind: A1
- Application number: 15/172,398
- Filed: 2016-06-03
- Published: 2016-12-08
- Earliest claimed: 2012-07-13
- Assignees: Cabot Corporation
- Applicants: Cabot Corporation
- Inventors: Andrew P. Dikan; Stephane F. Rouanet; Heather E. Clarke; Bruce E. MacKay; Danny Pierre
- Web page: https://patentgrep.com/patent/US20160355686A1

## CPC

- C09C 1/56: Treatment of carbon black {; Purification}
- B01J 19/1881: {externally, i.e. the mixture leaving the vessel and subsequently re-entering it}
- B01J 19/26: Nozzle-type reactors, i.e. the distribution of the initial reactants within the reactor is effected by their introduction or injection through nozzles
- C08K 3/04: Carbon
- C08K 5/175: {containing COOH-groups; Esters or salts thereof}
- C08K 5/5317: Phosphonic compounds, e.g. R—P(:O)(OR')2
- C08K 9/04: Ingredients treated with organic substances {(treated with macromolecular compounds C08K9/08)}
- C09C 1/48: Carbon black
- C09C 1/50: Furnace black {; Preparation thereof (separation or recovery C09C1/487)}
- C09C 1/565: {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}
- C09D 11/324: containing carbon black
- B01J 2219/00177: controlling the pH
- C01P 2004/51: Particles with a specific particle size distribution
- C01P 2004/62: Submicrometer sized, i.e. from 0.1-1 micrometer
- C01P 2006/12: Surface area
- C01P 2006/19: Oil-absorption capacity, e.g. DBP values
- C01P 2006/22: Rheological behaviour as dispersion, e.g. viscosity, sedimentation stability
- C01P 2006/40: Electric properties
- Y10T 428/2982: Particulate matter [e.g., sphere, flake, etc.]
- C09C: TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES (treatment of materials specially adapted to enhance their filling properties in mortars, concrete or artificial stone C04B14/00, C04B18/00, C04B20/00); PREPARATION OF CARBON BLACK {; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS}
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C01P: INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## 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 m2/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.

## Claims

### Claim at position 1

1-2. (canceled)

### Claim 3 (depends on 52)

The carbon black of claim 52, wherein the OAN ranges from 170 to 220 mL/100 g.

### Claim 4 (depends on 52)

The carbon black of claim 52, wherein the OAN ranges from 170 to 210 mL/100 g.

### Claim 5 (depends on 52)

The carbon black of claim 52, wherein the carbon black has a BET surface area ranging from 190 to 275 m2/g.

### Claim 6 (depends on 52)

The carbon black of claim 52, wherein the BET surface area ranges from 200 to 270 m2/g.

### Claim 7 (depends on 52)

The carbon black of claim 52, wherein the BET surface area ranges from 200 to 260 m2/g.

### Claim 8

(canceled)

### Claim 9 (depends on 52)

The carbon black of claim 52, wherein the carbon black has a COAN of at least 130 mL/100 g.

### Claim 10 (depends on 52)

The carbon black of claim 52, wherein the carbon black has a ratio of OAN/COAN ranging from 1.30 to 1.50.

### Claim 11

(canceled)

### Claim 12 (depends on 52)

The carbon black of claim 52, wherein the carbon black has a ratio of STSA/BET surface area ranging from 0.7 to 0.9.

### Claim 13 (depends on 52)

The carbon black of claim 52, wherein the carbon black is a furnace black.

### Claim 14 (depends on 52)

The carbon black of claim 52, wherein the carbon black is modified with at least one attached organic group.

### Claim 15 (depends on 14)

The carbon black of claim 14, wherein the at least one attached 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.

### Claim 16 (depends on 15)

The carbon black of claim 15, wherein R comprises the formula R′-Sp, wherein R′ is selected from arylene, heteroarylene, and alkylene, and Sp is a spacer selected from —CO2—, —O2C—, —CO—, —OSO2—, —SO3—, —SO2—, —SO2C2H4—O—, —SO2C2H4S—, —SO2C2H4NR″—, —O—, —S—, —NR″—, —NR″CO—, —CONR″—, —NR″CO2—, —O2CNR″—, —NR″CONR″—, —N(COR″)CO—, —CON(COR″)—, —NR″COCH(CH2CO2R″)— and cyclic imides therefrom, —NR″COCH2CH(CO2R″)— and cyclic imides therefrom, —CH(CH2CO2R″)CONR″— and cyclic imides therefrom, —CH(CO2R″)CH2CONR″ and cyclic imides therefrom, (including phthalimide and maleimides of these), sulfonamide groups (including —SO2NR″— and —NR″SO2— groups), arylene groups, alkylene groups, and R″, which can be the same or different, is selected from hydrogen, substituted and unsubstituted C5-C20 aryl groups, and substituted and unsubstituted C1-C6 alkyl groups.

### Claim 17 (depends on 15)

The carbon black of claim 15, wherein R comprises the formula R′-Sp, wherein R′ is selected from arylene, heteroarylene, and alkylene, and Sp is a spacer selected from —CO2—, —O2C—, —O—, —NR″—, —NR″CO—, or —CONR″—, —SO2NR″—, —SO2CH2CH2NR″—, —SO2CH2CH2O—, and —SO2CH2CH2S— wherein R″ is selected from H and C1-C6 alkyl groups.

### Claim 18 (depends on 15)

The carbon black of claim 15, 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.

### Claim 19 (depends on 15)

The carbon black of claim 15, 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 (4-ABA), 3-aminobenzyl amine (3-ABA), 2-aminobenzyl amine (2-ABA), 2-aminophenyl ethylamine, 4-aminophenyl-(2-sulfatoethyl)-sulphone, (APSES), p-aminobenzoic acid (PABA), 4-aminophthalic acid (4-APA), and 5-aminobenzene-1,2,3-tricarboxylic acid.

### Claim 20 (depends on 14)

The carbon black of claim 14, wherein the at least one attached 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 hydrogen, alkyls, aryls, heteroaryls, alkylene oxides (e.g., ethylene or propylene oxide), carboxylic acid esters, and glycols.

### Claim 21 (depends on 20)

The carbon black of claim 20, wherein R comprises the formula R′-Sp, wherein R′ is selected from arylene, heteroarylene, and alkylene, and Sp is a spacer selected from —CO2—, —O2C—, —CO—, —OSO2—, —SO3—, —SO2—, —SO2C2H4—O—, —SO2C2H4S—, —SO2C2H4NR″—, —O—, —S—, —NR″—, —NR″CO—, —CONR″—, —NR″CO2—, —O2CNR″—, —NR″CONR″—, —N(COR″)CO—, —CON(COR″)—, —NR″COCH(CH2CO2R″)— and cyclic imides therefrom, —NR″COCH2CH(CO2R″)— and cyclic imides therefrom, —CH(CH2CO2R″)CONR″— and cyclic imides therefrom, —CH(CO2R″)CH2CONR″ and cyclic imides therefrom, (including phthalimide and maleimides of these), sulfonamide groups (including —SO2NR″— and —NR″SO2— groups), arylene groups, alkylene groups, and R″, which can be the same or different, is selected from hydrogen, substituted and unsubstituted C5-C20 aryl groups, and substituted and unsubstituted C1-C6 alkyl groups.

### Claim 22 (depends on 20)

The carbon black of claim 20, wherein R comprises the formula R′-Sp, wherein R′ is selected from arylene, heteroarylene, and alkylene, and Sp is a spacer selected from —CO2—, —O2C—, —O—, —NR″—, —NR″CO—, or —CONR″—, —SO2NR″—, —SO2CH2CH2NR″—, —SO2CH2CH2O—, and —SO2CH2CH2S— wherein R″ is selected from H and C1-C6 alkyl groups.

### Claim 23 (depends on 20)

The carbon black of claim 20, 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.

### Claim 24 (depends on 20)

The carbon black of claim 20, 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 (4-ABA), 3-aminobenzyl amine (3-ABA), 2-aminobenzyl amine (2-ABA), 2-aminophenyl ethylamine, 4-aminophenyl-(2-sulfatoethyl)-sulphone, (APSES), p-aminobenzoic acid (PABA), 4-aminophthalic acid (4-APA), and 5-aminobenzene-1,2,3-tricarboxylic acid.

### Claim 25 (depends on 14)

The carbon black of claim 14, wherein the at least one attached 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 polymers.

### Claim 26 (depends on 25)

The carbon black of claim 25, wherein R comprises the formula R′-Sp, wherein R′ is selected from arylene, heteroarylene, and alkylene, and Sp is a spacer selected from —CO2—, —O2C—, —CO—, —OSO2—, —SO3—, —SO2—, —SO2C2H4—O—, —SO2C2H4S—, —SO2C2H4NR″—, —O—, —S—, —NR″—, —NR″CO—, —CONR″—, —NR″ CO2—, —O2CNR″—, —NR″CONR″—, —N(COR″)CO—, —CON(COR″)—, —NR″COCH(CH2CO2R″)— and cyclic imides therefrom, —NR″COCH2CH(CO2R″)— and cyclic imides therefrom, —CH(CH2CO2R″)CONR″— and cyclic imides therefrom, —CH(CO2R″)CH2CONR″ and cyclic imides therefrom, (including phthalimide and maleimides of these), sulfonamide groups (including —SO2NR″— and —NR″SO2— groups), arylene groups, alkylene groups, and R″, which can be the same or different, is selected from hydrogen, substituted and unsubstituted C5-C20 aryl groups, and substituted and unsubstituted C1-C6 alkyl groups.

### Claim 27 (depends on 25)

The carbon black of claim 25, wherein R comprises the formula R′-Sp, wherein R′ is selected from arylene, heteroarylene, and alkylene, and Sp is a spacer selected from —CO2—, —O2C—, —O—, —NR″—, —NR″CO—, or —CONR″—, —SO2NR″—, —SO2CH2CH2NR″—, —SO2CH2CH2O—, and —SO2CH2CH2S— wherein R″ is selected from H and C1-C6 alkyl groups.

### Claim 28 (depends on 25)

The carbon black of claim 25, 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.

### Claim 29 (depends on 25)

The carbon black of claim 25, 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 (4-ABA), 3-aminobenzyl amine (3-ABA), 2-aminobenzyl amine (2-ABA), 2-aminophenyl ethylamine, 4-aminophenyl-(2-sulfatoethyl)-sulphone, (APSES), p-aminobenzoic acid (PABA), 4-aminophthalic acid (4-APA), and 5-aminobenzene-1,2,3-tricarboxylic acid.

### Claim 30 (depends on 25)

The carbon black of claim 25, wherein the polymers are derived from monomers selected from acrylic acid, methacrylic acid, acrylate esters, methacrylate esters, acrylamides and methacrylamides, acrylonitriles, cyanoacrylate esters, maleate and fumarate diesters, vinyl pyridines, vinyl N-alkylpyrroles, vinyl acetate, vinyl oxazoles, vinyl thiazoles, vinyl pyrimidines, vinyl imidazoles, vinyl ketones, vinyl ethers, and styrenes.

### Claim 31 (depends on 25)

The carbon black of claim 25, wherein the polymers are derived from monomers selected from methyl acrylate (MA), methyl methacrylate (MMA), ethyl acrylate (EA), ethyl methacrylate (EMA), butyl acrylate (BA), 2-ethylhexyl acrylate (EHA), acrylonitrile (AN), methacrylonitrile, styrene, and derivatives thereof.

### Claim at position 31

32-51. (canceled)

### Claim 52

A carbon black having the following properties:
OAN≧170 mL/100 g;
STSA ranging from 160 to 220 m2/g;
a COAN of at least 120 mL/100 g, and
a ratio of STSA/BET surface area ranging from 0.7 to 1.