US4413067A
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US
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Novel hydrogenated resin produced from five-member cyclic compounds having a conjugated double bond and/or diels-alder addition products thereof
Assignee: Eneos Corp
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Filing: 1982-05-17
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Granted: 1983-11-01
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Expires: 2002-05-17
Abstract
Abstract According to the present invention, there is disclosed a process for producing a novel resin which comprises the step of copolymerizing a five-member cyclic compound (component A) having a conjugated double bond and represented by the general formula (A) given below: GENERAL FORMULA (A): <IMAGE> wherein R is an alkyl group having from 1 to 3 carbon atoms; m and n are zero or integers not less than 1 and are in the relation of m+n=6; and/or a Diels-Alder addition product thereof (A) with a co-dimer (component B) of said five-member cyclic compound and 1,3-butadiene by heating a mixture of 20 to 90 parts by weight of said component A and 80 to 10 parts by weight of said component B at a temperature of from 200 DEG C. to 350 DEG C. Also disclosed are a process for hydrogenating said novel resin to produce a novel hydrogenated resin and resin compositions containing said hydrogenated resin.
Inventors
- 👤 Shozo Tsuchiya
- 👤 Akio Oshima
- 👤 Hideo Hayashi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 21:19
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/04; C08F232/00; C08L; C08L45/00; C08L55/00; C08L55/04; Y; Y10; Y10T; Y10T428/00; Y10T428/28; Y10T428/2804; Y10T428/2852; Y10T428/2878; Y10T428/2883
Claims Analysis
Total Claims: 34
Claim 1
Independent Claim
187 words
A resin composition comprising: a hydrogenated resin obtained by hydrogenating a copolymer resin which has been produced by copolymerizing a five-member cyclic compound (component A) selected from the group consisting of cyclopentadiene, dicyclopentadiene, and mixtures thereof with a codimer (component B) of cyclopentadiene with 1,3-butadiene selected from the group consisting of tetrahydroindene, vinylnorbornene, and mixtures thereof, by copolymerizing a mixture of 20 to 90 parts by weight of said component A with 80 to 10 parts by weight of said component B; and one constitutent selected from the group consisting of ethylenic copolymers and/or waxes; pigments and/or fillers; block-copolymers represented by the general formula of (A-B) n or (A-B) n-1 -A, wherein A is a non-elastomeric polymer block having a glass transition point of higher than 20° C. and an average molecular weight ranging within 5,000 to 125,000, B is an elastomeric polymer block of a conjugated diene having an average molecular weight of 15,000 to 500,000, the polymer block A occupies less than 80 wt% of the block-copolymer and n is an integer of not less than 2; and natural and synthetic rubbers and mixtures thereof.
Claim 2
Dependent Claim
187 words
A resin composition comprising: a hydrogenated resin obtained by hydrogenating a copolymer resin which has been produced by copolymerizing a five-member cyclic compound (component A) selected from the group consisting of cyclopentadiene, dicyclopentadiene, and mixtures thereof with a codimer (component B) of cyclopentadiene with 1,3-butadiene selected from the group consisting of tetrahydroindene, vinylnorbornene, and mixtures thereof, by copolymerizing a mixture of 20 to 90 parts by weight of said component A with 80 to 10 parts by weight of said component B; and one constitutent selected from the group consisting of ethylenic copolymers and/or waxes; pigments and/or fillers; block-copolymers represented by the general formula of (A-B) n or (A-B) n-1 -A, wherein A is a non-elastomeric polymer block having a glass transition point of higher than 20° C. and an average molecular weight ranging within 5,000 to 125,000, B is an elastomeric polymer block of a conjugated diene having an average molecular weight of 15,000 to 500,000, the polymer block A occupies less than 80 wt% of the block-copolymer and n is an integer of not less than 2; and natural and synthetic rubbers and mixtures thereof.
Claim 3
Dependent Claim
58 words
The resin composition according to claim 1, wherein said mixture is a residual fraction obtained from a reaction mixture of Diels-Alder reaction of 1,3-butadiene with cyclopentadiene by distilling off the major part of vinylnorbornene as the main reaction product of said Diels-Alder reaction, said residual fraction containing 10 to 70% of dicyclopentadiene and 30 to 80% of tetrahydroindene.
Claim 4
Dependent Claim
66 words
The resin composition according to claim 1, wherein said component A is a concentrated fraction obtained by thermally dimerizing cyclopentadiene contained in a C 5 fraction of the by-product oil formed by cracking naphtha at a high temperature to obtain a mixture including dicyclopentadiene and then removing the major part of C 5 fractions including C 5 olefin and C 5 paraffin by means of distillation.
Claim 5
Dependent Claim
37 words
The resin composition according to claim 1, wherein the hydrogenation is effected at a temperature of from 0° C. to 350° C. and at a hydrogen pressure of from the atmospheric pressure to 200 kg/cm 2 .G.
Claim 6
Dependent Claim
22 words
The resin composition according to claim 1, wherein said hydrogenated resin has a softening point ranging from 50° C. to 160° C.
Claim 7
Dependent Claim
22 words
The resin composition according to claim 1, wherein said hydrogenated resin has a softening point ranging from 60° C. to 130° C.
Claim 8
Dependent Claim
31 words
A hot melt composition comprising the resin composition according to claim 1, wherein said hydrogenated resin acts as a tackifier and contains at least one of said ethylenic copolymers and/or waxes.
Claim 9
Dependent Claim
41 words
The resin composition according to claim 7, wherein 20 to 300 parts by weight of said hydrogenated resin and 10 to 400 parts by weight of any of said waxes are admixed to 100 parts by weight of said ethylenic copolymer.
Claim 10
Dependent Claim
35 words
The resin composition according to claim 7, wherein said ethylenic copolymer is a copolymer of ethylene and a compound selected from the group consisting of vinyl acetate, acrylic esters and methacrylic esters and mixtures thereof.
Claim 11
Dependent Claim
31 words
The resin composition according to claim 7, wherein said wax is selected from the group consisting of paraffin wax, microcrystalline wax, natural waxes, polyethylene wax and polypropylene wax and mixtures thereof.
Claim 12
Dependent Claim
36 words
The resin composition according to claim 7 further comprising 0 to 5 parts by weight of a filler, 0 to 5 parts by weight of an antioxidant, 0 to 20 parts by weight of a plasticizer.
Claim 13
Dependent Claim
32 words
A hot melt type traffic paint comprising the resin composition according to claim 1, wherein said hydrogenated resin acts as a tackifier and contains at least one of said pigments and/or fillers.
Claim 14
Dependent Claim
41 words
The resin composition according to claim 12, wherein 3 to 40 parts by weight of said hydrogenated resin, 1 to 15 parts by weight of a plasticizer and 20 to 80 parts by weight of pigments and/or fillers are mixed together.
Claim 15
Dependent Claim
33 words
The resin composition according to claim 13, wherein said plasticizer is selected from the group consisting of dibutyl phthalate, dioctyl phthalate, dioctyl azelate, dioctyl cebacate, alkyd resins and paraffin wax and mixtures thereof.
Claim 16
Dependent Claim
38 words
The resin composition according to claim 13, wherein said pigments and/or fillers are selected from the group consisting of titanium oxide, zinc flower, chrome yellow, benzidine yellow, calcium carbonate, siliceous sand, talc and calcium sulfate and mixtures thereof.
Claim 17
Dependent Claim
18 words
The resin composition according to claim 13 further including less than 30 parts by weight of glass beads.
Claim 18
Dependent Claim
38 words
A hot melt type tackifier composition comprising the resin composition according to claim 1, wherein said hydrogenated resin acts as a tackifier and contains said block-copolymer represented by the general formula of (A-B) n or (A-B) n-1 -A.
Claim 19
Dependent Claim
31 words
The resin composition according to claim 17, wherein said monomer forming said polymer block A is selected from the group consisting of olefins, aromatic vinyl compounds and acrylates and mixtures thereof.
Claim 20
Dependent Claim
61 words
The resin composition according to claim 18, wherein said olefin is selected from the group consisting of ethylene and propylene and mixtures thereof, said aromatic vinyl compound is selected from the group consisting of styrene, methylstyrene, chlorostyrene, vinyltoluene, vinylxylene and vinylnaphthalene and mixtures thereof, and said acrylate is selected from the group consisting of acrylonitrile and methyl methacrylate and mixtures thereof.
Claim 21
Dependent Claim
29 words
The resin composition according to claim 17, wherein said monomer forming said polymer block B is selected from the group consisting of butadiene, isoprene and methylisoprene and mixtures thereof.
Claim 22
Dependent Claim
26 words
The resin composition according to claim 17, wherein said polymer block B is an elastomeric random copolymer block formed from a conjugated diene and another monomer.
Claim 23
Dependent Claim
32 words
The resin composition according to claim 21, wherein said elastomeric random copolymer block is selected from the group consisting of butadiene-styrene random copolymer block and butadiene-acrylonitrile random copolymer block and mixtures thereof.
Claim 24
Dependent Claim
22 words
The resin composition according to claim 17, wherein at least part of the double bonds in said polymer block B is hydrogenated.
Claim 25
Dependent Claim
29 words
The resin composition according to claim 17, further including a constituent selected from the group consisting of a softener, a plasticizer, an antioxidant and a filler and mixtures thereof.
Claim 26
Dependent Claim
43 words
The resin composition according to claim 24, wherein said softener is selected from the group consisting of liquid polyisobutylene, liquid polybutadiene, liquid terpene resins, liquid rosin, naphthene base process oils, aromatic process oils, paraffin series process oils and depolymerized rubbers and mixtures thereof.
Claim 27
Dependent Claim
25 words
The resin composition according to claim 24, wherein said plasticizer is selected from the group consisting of dioctyl phthalate and dibutyl phthalate and mixtures thereof.
Claim 28
Dependent Claim
29 words
The resin composition according to claim 17, wherein 50 to 200 parts by weight of said hydrogenated resin is admixed to 100 parts by weight of said block copolymer.
Claim 29
Dependent Claim
33 words
A pressure-sensitive tackifier composition comprising the resin composition according to claim 1, wherein said hydrogenated resin acts as a tackifier and contains at least one rubber selected from natural rubbers and synthetic rubbers.
Claim 30
Dependent Claim
37 words
The resin composition according to claim 28, wherein said synthetic rubber is selected from the group consisting of isoprene rubber, styrene-butadiene copolymer rubber, butyl rubber, polybutadiene rubber, nitrile rubber, polychloroprene rubber and polyvinyl ethers and mixtures thereof.
Claim 31
Dependent Claim
28 words
The resin composition according to claim 28, wherein 30 to 150 parts by weight of said hydrogenated resin is admixed to 100 parts by weight of said rubbers.
Claim 32
Dependent Claim
27 words
The resin composition according to claim 28, further including a constituent selected from the group consisting of a softener, a plasticizer and an antioxidant and mixtures thereof.
Claim 33
Dependent Claim
43 words
The resin composition according to claim 31, wherein said softener is selected from the group consisting of liquid polyisobutylene, liquid polybutadiene, liquid terepene resins, liquid rosin, naphthene base process oils, aromatic process oils, paraffin series process oils and depolymerized rubbers and mixtures thereof.
Claim 34
Dependent Claim
25 words
The resin composition according to claim 31, wherein said plasticizer is selected from the group consisting of dioctyl phthalate and dibutyl phthalate and mixtures thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-10-31 | 1987-05-02 | 1987-11-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-10-31 | 1991-05-02 | 1991-11-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-10-31 | 1995-05-02 | 1995-11-01 | $7700.00 | Window Closed / Lapsed |