# US 5,352,521 A · Resin particles, method for production thereof and their uses

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- Number: US 5,352,521 A
- Document ID: US5352521A
- Status: Granted
- Kind: A
- Application number: 08/183,516
- Filed: 1994-01-19
- Granted: 1994-10-04
- Earliest claimed: 1990-11-20
- Assignees: Toyo Boseki Kabushiki Kaisha
- Inventors: Yasunari Hotta; Satoshi Maeda; Yozo Yamada; Koji Tanaka; Hiroshi Ono; Toshio Uno
- Web page: https://patentgrep.com/patent/US5352521A

## CPC

- G03G 9/0815: {Post-treatment}
- C08G 18/0823: {containing carboxylate salt groups or groups forming them}
- C08G 63/685: containing nitrogen
- C08G 63/688: containing sulfur
- C08G 63/692: containing phosphorus
- C08J 3/16: by coagulating dispersions {(C08J3/122 takes precedence)}
- C08L 67/00: Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain (of polyester-amides C08L77/12; of polyester-imides C08L79/08); Compositions of derivatives of such polymers
- C08L 77/00: Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain (of polyhydrazides C08L79/06; of polyamideimides or polyamide acids C08L79/08); Compositions of derivatives of such polymers
- C08L 79/08: Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- G03G 9/0804: {whereby the components are brought together in a liquid dispersing medium}
- G03G 9/0808: {by dry mixing the toner components in solid or softened state}
- Y10S 430/104: One component toner
- Y10S 430/107: Polyamide or polyurethane
- Y10S 430/109: Polyester
- Y10S 430/115: Cationic or anionic
- Y10S 430/116: Redox or dye sensitizer
- Y10S 525/902: Core-shell
- Y10T 428/25: Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
- Y10T 428/251: Mica
- Y10T 428/254: Polymeric or resinous material
- Y10T 428/29: Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T 428/2982: Particulate matter [e.g., sphere, flake, etc.]
- G03G: ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

Spherical resin particles in micron order with a narrow particle diameter distribution, methods for the production thereof and uses thereof are disclosed. Overcoming various problems comprised in the hitherto-known polymerization granulation methods, resin particles using a condensation polymer in micron order of the present invention having spherical form and narrow particle diameter distribution serve well for various applications.

## Claims

### Claim 1

Resin particles comprising a condensation polymer containing at least one ionic group as the main component, wherein the condensation polymer is at least 80% by weight of the particles, the average particle diameter (D) ranges from 0.1 to 30 .mu.m, at least 70% by weight of the particles have a diameter of 0.5D to 2.0D and at least 70% by number average of the particles have a sphereness (ratio of the short diameter to the long diameter) of not less than 0.7.

### Claim 2 (depends on 1)

Resin particles as claimed in claim 1 wherein D ranges from 1 to 10 .mu.m.

### Claim 3 (depends on 1)

Resin particles as claimed in claim 1 wherein the amount of the ionic group is not more than 500 eq./1000000 g.

### Claim 4 (depends on 1)

Resin particles as claimed in claim 1 and wherein the ionic group is selected from the group consisting of sulfonic acid, metal salts of sulfonic acid, amino, ammonium, carboxylic acid, metal salts of carboxylic acid, ammonium salts of carboxylic acid, and phosphoric acid.

### Claim 5 (depends on 1)

Resin particles as claimed in claim 1 comprising an ionic group-containing condensation polymer as the main component and a counter ionic group-containing vinyl addition polymer as the subcomponent, the ratio of the number of equivalents of the counter ionic group (B) contained in the vinyl addition polymer to the number of equivalents of the ionic group (A) contained in the condensation polymer being not less than 0.5, the average particle diameter (D) ranging from 0.1 to 100 .mu.m and (A) and (B) being counter ions to each other.

### Claim 6 (depends on 5)

Resin particles as claimed in claim 5 wherein the ratio of the number of equivalents of B to the number of equivalents of A is 0.5-10.0.

### Claim 7 (depends on 1)

Resin particles as claimed in claim 1, wherein the condensation polymer is selected from the group consisting of polyester polymers, polyamide polymers, polyimide polymers and polyurethane polymers.

### Claim 8 (depends on 1)

Resin particles as claimed in claim 1, wherein the condensation polymer is a polyester containing not less than 80 mol % of terephthalic acid, isophthalic acid, or a mixture thereof as the acid component.

### Claim 9 (depends on 5)

Resin particles as claimed in claim 5 wherein A, B or both are selected from the group consisting of phosphoric acid, amino, ammonium, carboxylic acid and salts of carboxylic acid.

### Claim 10 (depends on 1)

Resin particles as claimed in claim 1, which are hollow spherical particles having a specific gravity of from about 0.1 to about 1.2.

### Claim 11 (depends on 1)

Resin particles as claimed in claim 1, which are porous particles having a specific gravity of from about 0.1 to about 1.2.

### Claim 12 (depends on 1)

Resin particles as claimed in claim 1, wherein at least 70% by weight of the particles have concaves and convexes of not more than 0.1 Do on the particle surface, where Do is the particle diameter.

### Claim 13 (depends on 1)

Resin particles as claimed in claim 1, containing 1-25% by weight of pigments.

### Claim 14 (depends on 13)

Resin particles as claimed in claim 13, wherein the pigment is selected from the group consisting of disazo yellow pigments having benzidine as the basic skeleton, quinacridone magenta pigments and phthalocyanine pigments.

### Claim 15 (depends on 1)

Resin particles as claimed in claim 1, which are colored by dyes.

### Claim 16 (depends on 15)

Resin particles as claimed in claim 15, wherein the dyes are disperse dyes and/or solvent dyes and/or vat dyes.

### Claim 17 (depends on 16)

Resin particles as claimed in claim 16, wherein the disperse dyes are anthraquinone disperse dyes.

### Claim 18 (depends on 1)

The resin particles according to claim 1, wherein the condensation polymer is at least 87% by weight of the particles.

### Claim 19 (depends on 1)

The resin particles according to claim 1, wherein at least 85% by weight of the particles have a diameter of 0.5D to 2.0D and at least 82% by number average of the particles have a sphereness (ratio of the short diameter to the long diameter) of not less than 0.7.

### Claim 20 (depends on 1)

The resin particles according to claim 1, wherein the average particle diameter (D) ranges from 0.1 to 10 .mu.m.

### Claim 21 (depends on 20)

The resin particles according to claim 20, wherein at least 85% by weight of the particles have a diameter of 0.5D to 2.0D.

### Claim 22 (depends on 21)

The resin particles according to claim 21, wherein and at least 82% by number average of the particles have a sphereness (ratio of the short diameter to the long diameter) of not less than 0.7.

### Claim 23 (depends on 22)

The resin particles according to claim 22, wherein at least 90% by weight of the particles have a diameter of 0.5D to 2.0D and at least 95% by number average of the particles have a sphereness (ratio of the short diameter to the long diameter) of not less than 0.7.
