Patent US4032486A successfully refreshed from Google Patents.
US4032486A
Expired / Lapsed
US
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Adhesives tackified with phenol-diene-olefin adducts having number average molecular weight between about 600 to 6000
Assignee: 3M Co
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Filing: 1973-10-23
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Granted: 1977-06-28
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Expires: 1993-10-23
Abstract
Abstract Adhesive compositions having a high degree of adhesive tack are provided by certain rubbery materials which are blended with a phenol-diene-olefin resinous reaction product.
Inventors
- 👤 Ramsis Gobran
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 19:30
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/02; C09; C09J; C09J109/00; C08L; C08L2666/00; C08L2666/02; C08L2666/14; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31815; Y10T428/31819; Y10T428/31823; Y10T428/31855; Y10T442/00; Y10T442/20; Y10T442/2738
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
163 words
A tacky adhesive composition comprising (1) 5 to 200 parts by weight phenol-diene-olefin resin having a number average molecular weight between about 600 and about 6000, said resin being produced by first reacting about 2 moles of a phenol with about 1 mole of non-conjugated diene, and then reacting one to four moles of olefin with the reaction product, both reactions being carried out in an inert atmosphere, in the presence of a Friedel-Crafts catalyst, and at a temperature in the range of about 20° C. to 180° C., wherein said phenol has at least 2 ortho and/or para positions free for reaction, and wherein said olefin is selected from the group consisting of styrene, α-methylstyrene, chlorostyrene, vinyltoluene, t-butylstyrene, hexene-1, hexene-2, octene-1, 2-ethylhexene-1, indene, cylohexene, methyl vinyl ether, isobutyl vinyl ether, allyl propyl ether, methyl cinnamate, dimethyl fumarate, N-vinylpyridine, N-vinylpyrrolidone, and N-vinylcarbazole, and (2) about 100 parts by weight of a rubbery material selected from the group consisting of natural rubber and cis-polybutadiene.
Claim 2
Dependent Claim
163 words
A tacky adhesive composition comprising (1) 5 to 200 parts by weight phenol-diene-olefin resin having a number average molecular weight between about 600 and about 6000, said resin being produced by first reacting about 2 moles of a phenol with about 1 mole of non-conjugated diene, and then reacting one to four moles of olefin with the reaction product, both reactions being carried out in an inert atmosphere, in the presence of a Friedel-Crafts catalyst, and at a temperature in the range of about 20° C. to 180° C., wherein said phenol has at least 2 ortho and/or para positions free for reaction, and wherein said olefin is selected from the group consisting of styrene, α-methylstyrene, chlorostyrene, vinyltoluene, t-butylstyrene, hexene-1, hexene-2, octene-1, 2-ethylhexene-1, indene, cylohexene, methyl vinyl ether, isobutyl vinyl ether, allyl propyl ether, methyl cinnamate, dimethyl fumarate, N-vinylpyridine, N-vinylpyrrolidone, and N-vinylcarbazole, and (2) about 100 parts by weight of a rubbery material selected from the group consisting of natural rubber and cis-polybutadiene.
Claim 3
Dependent Claim
174 words
A tacky adhesive composition comprising (1) 5 to 200 parts by weight phenol-diene-olefin resin having a number average molecular weight between about 600 and about 6000, said resin being produced by first reacting about 2 moles of a phenol with about 1 mole of non-conjugated diene, and then reacting one to four moles of olefin with the reaction product, both reactions being carried out in an inert atmosphere, in the presence of a Friedel-Crafts catalyst, and at a temperature in the range of about 20° C. to 130° C., wherein said phenol has at least 2 ortho and/or para positions free for reaction, wherein said olefin is selected from the group consisting of styrene, α-methylstyrene, chlorostyrene, vinyltoluene, t-butylstyrene, hexene-1, hexene-2, octene-1, 2-ethylhexene-1, indene, cyclohexene, methyl vinyl ether, isobutyl vinyl ether, allyl propyl ether, methyl cinnamate, dimethyl fumarate, N-vinylpyridine, N-vinylpyrrolidone, and N-vinylcarbazole, and wherein at least half of the olefin carbon atoms and carbon atoms having hydroxyl groups of said resin are hydrogenated, and (2) about 100 parts by weight of a polyurethane rubbery material.
Claim 4
Dependent Claim
174 words
A tacky adhesive composition comprising (1) 5 to 200 parts by weight phenol-diene-olefin resin having a number average molecular weight between about 600 and about 6000, said resin being produced by first reacting about 2 moles of a phenol with about 1 mole of non-conjugated diene, and then reacting one to four moles of olefin with the reaction product, both reactions being carried out in an inert atmosphere, in the presence of a Friedel-Crafts catalyst, and at a temperature in the range of about 20° C. to 130° C., wherein said phenol has at least 2 ortho and/or para positions free for reaction, wherein said olefin is selected from the group consisting of styrene, α-methylstyrene, chlorostyrene, vinyltoluene, t-butylstyrene, hexene-1, hexene-2, octene-1, 2-ethylhexene-1, indene, cyclohexene, methyl vinyl ether, isobutyl vinyl ether, allyl propyl ether, methyl cinnamate, dimethyl fumarate, N-vinylpyridine, N-vinylpyrrolidone, and N-vinylcarbazole, and wherein at least half of the olefin carbon atoms and carbon atoms having hydroxyl groups of said resin are hydrogenated, and (2) about 100 parts by weight of a polyurethane rubbery material.
Claim 5
Dependent Claim
183 words
A tacky adhesive composition comprising 5 to 200 parts by weight phenol-diene-olefin resin having a number average molecular weight between about 600 and about 6000, said resin being produced by first reacting about 2 moles of a phenol with about 1 mole of non-conjugated diene, and then reacting one to four moles of olefin with the reaction product, both reactions being carried out in an inert atmosphere, in the presence of a Friedel-Crafts catalyst, and at a temperature in the range of about 20° C. to 130° C., wherein said phenol has at least 2 ortho and/or para positions free for reaction, wherein said olefin is selected from the group consisting of styrene, α-methylstyrene, chlorostyrene, vinyl-toluene, t-butylstyrene, hexene-1, hexene-2, octene-1, 2-ethylhexene-1, indene, cyclohexene, methyl vinyl ether, isobutyl vinyl ether, allyl propyl ether, methyl cinnamate, dimethyl fumarate, N-vinylpyridine, N-vinylpyrrolidone, and N-vinylcarbazole, and wherein said resin is substantially completely hydrogenated, and (2) about 100 parts by weight of a rubbery material selected from the group consisting of natural rubber, cis-polybutadiene rubber, styrene-butadiene rubber, block copolymers of styrene with butadiene or isoprene and ethylene propylene rubbers.
Claim 6
Dependent Claim
183 words
A tacky adhesive composition comprising 5 to 200 parts by weight phenol-diene-olefin resin having a number average molecular weight between about 600 and about 6000, said resin being produced by first reacting about 2 moles of a phenol with about 1 mole of non-conjugated diene, and then reacting one to four moles of olefin with the reaction product, both reactions being carried out in an inert atmosphere, in the presence of a Friedel-Crafts catalyst, and at a temperature in the range of about 20° C. to 130° C., wherein said phenol has at least 2 ortho and/or para positions free for reaction, wherein said olefin is selected from the group consisting of styrene, α-methylstyrene, chlorostyrene, vinyl-toluene, t-butylstyrene, hexene-1, hexene-2, octene-1, 2-ethylhexene-1, indene, cyclohexene, methyl vinyl ether, isobutyl vinyl ether, allyl propyl ether, methyl cinnamate, dimethyl fumarate, N-vinylpyridine, N-vinylpyrrolidone, and N-vinylcarbazole, and wherein said resin is substantially completely hydrogenated, and (2) about 100 parts by weight of a rubbery material selected from the group consisting of natural rubber, cis-polybutadiene rubber, styrene-butadiene rubber, block copolymers of styrene with butadiene or isoprene and ethylene propylene rubbers.
Claim 7
Dependent Claim
28 words
The adhesive composition of claim 1 wherein said phenol is selected from the group consisting of phenol, anisol, cresol, naphthol, butylphenol, t-amylphenol, octylphenol, bisphenol A and bisphenol B.
Claim 8
Dependent Claim
22 words
The tacky adhesive composition of claim 1 wherein said diene is selected from the group consisting of dicyclopentadiene, 4-vinylcyclohexene-1, dipentene, and 1,5-cyclooctadiene.
Claim 9
Dependent Claim
25 words
An article comprising a flat self-supporting strip bearing a thin layer of the tacky adhesive composition of claim 1 on at least one surface thereof.
Claim 10
Dependent Claim
24 words
An article comprising a flexible self-supporting strip bearing a thin layer of the tacky adhesive composition of claim 3 on one major surface thereof.
Claim 11
Dependent Claim
21 words
The tacky adhesive composition of claim 1 wherein said resin is the reaction product of phenol, dicyclopentadiene, and tertiary butyl styrene.
Claim 12
Dependent Claim
130 words
Phenoldiene-olefin resin having a number average molecular weight between about 600 and about 6000, said resin being produced by first reacting about 2 moles of a phenol with about 1 mole of non-conjugated diene, and then reacting one to four moles of olefin with the reaction product, both reactions being carried out in an inert atmosphere, in the presence of a Friedel-Crafts catalyst, and at a temperature in the range of about 20° C. to 130° C., wherein said phenol has at least 2 ortho and/or para positions free for reaction and wherein said olefin is selected from the group consisting of styrene, α-methylstyrene, chlorostyrene, vinyltoluene, t-butylstyrene, hexene-1, hexene-2, octene-1, 2-ethylhexene-1, indene, cyclohexene, methyl vinyl ether, isobutyl vinyl ether, allyl propyl ether, methyl cinnamate dimethyl fumarate, N-vinyl-pyridine, N-vinylpyrrolidone, and N-vinylcarbazole.
Claim 13
Dependent Claim
130 words
Phenoldiene-olefin resin having a number average molecular weight between about 600 and about 6000, said resin being produced by first reacting about 2 moles of a phenol with about 1 mole of non-conjugated diene, and then reacting one to four moles of olefin with the reaction product, both reactions being carried out in an inert atmosphere, in the presence of a Friedel-Crafts catalyst, and at a temperature in the range of about 20° C. to 130° C., wherein said phenol has at least 2 ortho and/or para positions free for reaction and wherein said olefin is selected from the group consisting of styrene, α-methylstyrene, chlorostyrene, vinyltoluene, t-butylstyrene, hexene-1, hexene-2, octene-1, 2-ethylhexene-1, indene, cyclohexene, methyl vinyl ether, isobutyl vinyl ether, allyl propyl ether, methyl cinnamate dimethyl fumarate, N-vinyl-pyridine, N-vinylpyrrolidone, and N-vinylcarbazole.
Claim 14
Dependent Claim
27 words
The resin of claim 9 wherein said phenol is selected from the group consisting of phenol, anisol, cresol, naphthol, butylphenol, octylphenol, t-amylphenol, bisphenol A and bisphenol B.
Claim 15
Dependent Claim
20 words
The resin of claim 9 wherein said diene is selected from the group consisting of dicyclopentadiene, 4-vinylcyclohexene-1, dipentene, and 1,5-cyclooctadiene.
Claim 16
Dependent Claim
22 words
The resin of claim 9 wherein at least half of the olefin carbon atoms and carbon atoms bearing hydroxyl groups are hydrogenated.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-06-27 | 1980-12-27 | 1981-06-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-06-27 | 1984-12-27 | 1985-06-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-06-27 | 1988-12-27 | 1989-06-28 | $7700.00 | Window Closed / Lapsed |