Patent US4032486A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4032486A Expired / Lapsed US ⏱️ 0.0 years remaining

Adhesives tackified with phenol-diene-olefin adducts having number average molecular weight between about 600 to 6000

Assignee: 3M Co
•
Filing: 1973-10-23
•
Granted: 1977-06-28
•
Expires: 1993-10-23
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

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.

References Cited (Backward Citations)

US3124555A Cited
US2558812A Cited
US3251808A Cited
US3347935A Cited
US3383362A Cited
US3491167A Cited
US3796687A Cited
US3976606A Cited

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

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag