# US 2019/0169434 A1 · Resin composition

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- Number: US 2019/0169434 A1
- Document ID: US20190169434A1
- Status: Published application
- Kind: A1
- Application number: 16/210,353
- Filed: 2018-12-05
- Published: 2019-06-06
- Earliest claimed: 2017-12-05
- Assignees: Industrial Technology Research Institute; Microcosm Technology Co., Ltd.
- Applicants: Industrial Technology Research Institute; Microcosm Technology Co., Ltd
- Inventors: Chiu-Yen CHIU; Jui-Hsiang TANG; Shi-Ing HUANG
- Web page: https://patentgrep.com/patent/US20190169434A1

## CPC

- C08G 73/1039: {comprising halogen-containing substituents}
- C08L 79/08: Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08F 36/06: Butadiene
- C08F 36/08: Isoprene
- C08F 236/10: with vinyl-aromatic monomers
- C08G 73/1042: {Copolyimides derived from at least two different tetracarboxylic compounds or two different diamino compounds}
- C08G 73/1071: {Wholly aromatic polyimides containing oxygen in the form of ether bonds in the main chain}
- C08K 5/5419: containing at least one Si—C bond
- C08L 21/00: Compositions of unspecified rubbers
- C08L 27/18: Homopolymers or copolymers or tetrafluoroethene
- C09D 179/08: Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08K 3/36: Silica
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- 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)

## Abstract

A resin composition is provided. The resin composition includes a polyimide resin; a hydrocarbon resin or a fluorinated polymer resin; and a silica that is modified by a surface modifier. The content of the hydrocarbon resin is in a range from 1 to 13 parts by weight based on 100 parts by weight of the polyimide resin. The content of the fluorinated polymer resin is in a range from 1 to 60 parts by weight based on 100 parts by weight of the polyimide resin. The content of the silica is in a range from 1 to 10 parts by weight based on 100 parts by weight of the polyimide resin.

## Claims

### Claim 1

A resin composition, comprising:
a polyimide resin;
a hydrocarbon resin; and
a silica that is modified by a surface modifier,
wherein the content of the hydrocarbon resin is in a range from 1 to 13 parts by weight based on 100 parts by weight of the polyimide resin, and the content of the silica is in a range from 1 to 10 parts by weight based on 100 parts by weight of the polyimide resin.

### Claim 2 (depends on 1)

The resin composition as claimed in claim 1, wherein the polyimide resin is copolymerized by the following components:
(a) at least two dianhydride monomers, one of the dianhydride monomers is p-phenylenebis(trimellitate anhydride) and its content accounts for 80-95% of the total moles of the dianhydride monomers; and the other dianhydride monomers are selected from a group consisting of 4,4′-(hexafluoroisopropylidene)-diphthalic anhydride, and 4,4′-(4,4′-isopropyldiphenoxy)bis(phthalic anhydride); and
(b) at least two diamine monomers, wherein one of the diamine monomers is 2,2′-bis(trifluoromethyl)benzidine and its content accounts for 70% to 90% of total moles of the diamine monomers; and the other diamine monomers are selected from a group consisting of 4,4′-diaminodiphenyl ether, 4,4′-diaminodiphenylmethane, 2,2-bis[4-(4-aminophenoxy)phenyl]propane, 4,4′-diaminodiphenyl-sulfone, 1,3-bis(4-aminophenoxy)benzene, 4,4′-diaminobenzanilide, p-phenylenediamine, 4,4′-diamino-2,2′-dimethyl-1,1′-biphenyl, 2,2-bis[4-(4-aminophenoxy)phenyl]-1,1,1,3,3,3-hexafluoropropane, and 4,4′-diamino octafluorobiphenyl, 2,2-bis(3-amino-4-tolyl)hexafluoropropane, and 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane, and its content accounts for 10% to 30% of the total moles of the diamine monomers;
wherein a ratio of the total moles of the dianhydride monomers to the total moles of the diamine monomers is in a range from 0.85 to 1.15.

### Claim 3 (depends on 2)

The resin composition as claimed in claim 2, wherein the other dianhydride monomers comprise 4,4′-(hexafluoroisopropylidene)bis-phthalic anhydride and its content accounts for not more than 15% of the total moles of the dianhydride monomers.

### Claim 4 (depends on 1)

The resin composition as claimed in claim 1, wherein the surface modifier comprises vinyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, isobutyltrimethoxysilane, isobutyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, octadecyltrimethoxysilane, octadecylethoxysilane, N-phenyl-3-aminopropyltrimethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, aminoethyl aminopropyl trimethoxysilane, aminoethyl aminopropyl triethoxysilane, 3-isocyanatopropyltrimethoxysilane, 3-isocyanatopropyltriethoxysilane, or a combination thereof.

### Claim 5 (depends on 1)

The resin composition as claimed in claim 1, wherein a volume mean diameter of the silica is in a range from 0.5 μm to 25 μm.

### Claim 6 (depends on 1)

The resin composition as claimed in claim 1, wherein the content of the surface modifier is in a range from 0.1 to 5 parts by weight based on 100 parts by weight of the silica.

### Claim 7 (depends on 1)

The resin composition as claimed in claim 1, wherein the hydrocarbon resin comprises polybutadiene, polybutadiene-styrene mixture, polyisoprene, cyclic olefin copolymer, butadiene-styrene-divinylbenzene copolymer, or a combination thereof.

### Claim 8

A resin composition, comprising:
a polyimide resin;
a fluorinated polymer resin; and
a silica that is modified by a surface modifier,
wherein the content of the fluorinated polymer resin is in a range from 1 to 60 parts by weight based on 100 parts by weight of the polyimide resin, and the content of the silica is in a range from 1 to 10 parts by weight based on 100 parts by weight of the polyimide resin.

### Claim 9 (depends on 8)

The resin composition as claimed in claim 8, wherein the polyimide resin is copolymerized by the following components:
(a) at least two dianhydride monomers, one of the dianhydride monomers is p-phenylenebis(trimellitate anhydride) and its content accounts for 80-95% of the total moles of the dianhydride monomers; and the other dianhydride monomers are selected from a group consisting of 4,4′-(hexafluoroisopropylidene)-diphthalic anhydride, and 4,4′-(4,4′-isopropyldiphenoxy)bis(phthalic anhydride); and
(b) at least two diamine monomers, wherein one of the diamine monomers is 2,2′-bis(trifluoromethyl)benzidine and its content accounts for 70% to 90% of total moles of the diamine monomers; and the other diamine monomers are selected from a group consisting of 4,4′-diaminodiphenyl ether, 4,4′-diaminodiphenylmethane, 2,2-bis[4-(4-aminophenoxy)phenyl] propane, 4,4′-diaminodiphenyl-sulfone, 1,3-bis(4-aminophenoxy)benzene, 4,4′-diaminobenzanilide, p-phenylenediamine, 4,4′-diamino-2,2′-dimethyl-1,1′-biphenyl, 2,2-bis[4-(4-aminophenoxy)phenyl]-1,1,1,3,3,3-hexafluoropropane, 4,4′-diamino octafluorobiphenyl, 2,2-bis(3-amino-4-tolyl)hexafluoropropane, and 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane, and its content accounts for 10% to 30% of the total moles of the diamine monomers;
wherein a ratio of the total moles of the dianhydride monomers to the total moles of the diamine monomers is in a range from 0.85 to 1.15.

### Claim 10 (depends on 9)

The resin composition as claimed in claim 9, wherein the other dianhydride monomers comprise 4,4′-(hexafluoroisopropylidene)bis-phthalic anhydride and its content accounts for not more than 15% of the total moles of the dianhydride monomers.

### Claim 11 (depends on 8)

The resin composition as claimed in claim 8, wherein the surface modifier comprises: vinyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, isobutyltrimethoxysilane, isobutyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, octadecyltrimethoxysilane, octadecylethoxysilane, N-phenyl-3-aminopropyltrimethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, aminoethyl aminopropyl trimethoxysilane, aminoethyl aminopropyl triethoxysilane, 3-isocyanatopropyltrimethoxysilane, 3-isocyanatopropyltriethoxysilane, or a combination thereof.

### Claim 12 (depends on 8)

The resin composition as claimed in claim 8, wherein a volume mean diameter of the silica is in a range from 0.5 μm to 25 μm.

### Claim 13 (depends on 8)

The resin composition as claimed in claim 8, wherein the content of the surface modifier is in a range from 0.1 to 5 parts by weight based on 100 parts by weight of the silica.

### Claim 14 (depends on 8)

The resin composition as claimed in claim 8, wherein the fluorinated polymer resin comprises polytetrafluoroethylene (PTFE), fluorinated ethylene propylene (FEP), soluble polytetrafluoroethylene (perfluoroalkoxy alkane, PFA), copolymer of tetrafluoroethylene and perfluoromethyl-vinylether (MFA), or a combination thereof.

### Claim 15 (depends on 8)

The resin composition as claimed in claim 8, wherein a volume mean diameter of the fluorinated polymer resin is in a range from 2 μm to 20 μm.