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US4511626A Expired / Lapsed US ⏱️ 0.0 years remaining

One-part moisture-curable polyurethane adhesive, coating, and sealant compositions

Assignee: 3M Co
•
Filing: 1982-09-09
•
Granted: 1985-04-16
•
Expires: 2002-09-09
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Abstract

Abstract Adhesive, coating, or sealant compositions containing prepolymer(s) derived from MDI (or derivative(s) thereof) and polyol(s) containing primary hydroxyl groups, together with bis[2-N,N-dialkylamino)alkyl]ether(s).

Inventors

  • 👤 Gerald F. Schumacher

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 16:33
CPC Classifications
C; C09; C09J; C09J175/00; C09J175/04; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G18/16; C08G18/18; C08G18/1833; C08G18/70; C08G18/72; C08G18/74; C08G18/76; C08G18/7657; C08G18/7664; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31598; Y10T428/31601; Y10T428/31605

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 47 words
Compositions, comprising: (a) isocyanate-functional prepolymer(s) derived from 4,4'-diphenylmethane diisocyanate (or isocyanate functional derivatives of 4,4'-diphenylmethane diisocyanate) and polyol(s) containing hydroxyl groups about 25 to 100 weight percent of which are primary hydroxyl groups, and (b) bis[2-(N,N-dialkylamino)alkyl]ether(s), in an amount effective to provide moisture curability of said prepolymer(s).
Claim 2
Dependent Claim 47 words
Compositions, comprising: (a) isocyanate-functional prepolymer(s) derived from 4,4'-diphenylmethane diisocyanate (or isocyanate functional derivatives of 4,4'-diphenylmethane diisocyanate) and polyol(s) containing hydroxyl groups about 25 to 100 weight percent of which are primary hydroxyl groups, and (b) bis[2-(N,N-dialkylamino)alkyl]ether(s), in an amount effective to provide moisture curability of said prepolymer(s).
Claim 3
Dependent Claim 28 words
Compositions according to claim 1, wherein said polyol(s) have a hydroxyl equivalent weight from about 45 to about 2500, and a pH from about 5.5 to about 7.
Claim 4
Dependent Claim 19 words
Compositions according to claim 1, wherein said polyol(s) comprise polytetramethylene oxide glycols, ethylene oxide-terminated polypropylene glycols, or polycaprolactone polyols.
Claim 5
Dependent Claim 43 words
Compositions according to claim 1, wherein said prepolymer(s) are derived from two or more polyols, with about 25 to 100 weight percent of said polyols having primary hydroxyl groups, and about 75 to 0 weight percent of said polyols having secondary hydroxyl groups.
Claim 6
Dependent Claim 35 words
Compositions according to claim 4, wherein about 40 to about 80 weight percent of said polyols have primary hydroxyl groups, and about 60 to about 20 weight percent of said polyols have secondary hydroxyl groups.
Claim 7
Dependent Claim 29 words
Compositions according to claim 1, wherein said prepolymer(s) are the reaction product of isocyanate and hydroxyl-containing polyols combined at an NCO:OH equivalent ratio from about 1.2:1 to about 3.5:1.
Claim 8
Dependent Claim 15 words
Compositions according to claim 6, wherein said ratio is from about 1.8:1 to about 2.2:1.
Claim 9
Dependent Claim 10 words
Compositions according to claim 1, wherein said bis[2-(N,N-dialkylamino)alkyl]ether(s) comprise bis[2-(N,N-dimethylamino)ethyl]ether.
Claim 10
Dependent Claim 18 words
Adhesive, coating, or sealant compositions, comprising a composition according to claim 1, together with filler, solvent, and plasticizer.
Claim 11
Dependent Claim 18 words
Adhesive, coating, or sealant compositions, comprising a composition according to claim 3, together with filler, solvent, and plasticizer.
Claim 12
Dependent Claim 18 words
Adhesive, coating, or sealant compositions, comprising a composition according to claim 5, together with filler, solvent, and plasticizer.
Claim 13
Dependent Claim 19 words
Cured assemblies, comprising an article and a substrate, with a layer comprising a composition according to claim 1 therebetween.
Claim 14
Dependent Claim 22 words
A method for bonding articles to substrates, comprising the step of applying therebetween a layer comprising a composition according to claim 1.
Claim 15
Dependent Claim 76 words
Compositions, comprising (a) isocyanate-functional prepolymer(s) derived from 4,4'-diphenylmethane diisocyanate and two or more polyols, wherein about 40 to 80 weight percent of said polyols comprise polytetramethylene oxide glycols having a molecular weight of about 650 to about 2000, and about 60 to about 20 weight percent of said polyols comprise propylene oxide-terminated ethylene oxide glycols or polypropylene glycols, and (b) about 0.05 to about 0.5 weight percent, based upon the weight of said prepolymer, of bis[2-(N,N-dimethylamino)ethyl]ether.
Claim 16
Dependent Claim 76 words
Compositions, comprising (a) isocyanate-functional prepolymer(s) derived from 4,4'-diphenylmethane diisocyanate and two or more polyols, wherein about 40 to 80 weight percent of said polyols comprise polytetramethylene oxide glycols having a molecular weight of about 650 to about 2000, and about 60 to about 20 weight percent of said polyols comprise propylene oxide-terminated ethylene oxide glycols or polypropylene glycols, and (b) about 0.05 to about 0.5 weight percent, based upon the weight of said prepolymer, of bis[2-(N,N-dimethylamino)ethyl]ether.
Claim 17
Dependent Claim 18 words
Adhesive, coating, or sealant compositions, comprising a composition according to claim 9, together with filler, solvent, and plasticizer.
Claim 18
Dependent Claim 45 words
Bonded windshield or backlight assemblies, comprising a windshield or backlight of laminated safety glass, a vehicle, a layer comprising silane-containing primer on the inside perimeter of said glass, and a layer comprising a composition according to claim 9 between said primer layer and said vehicle.
Claim 19
Dependent Claim 22 words
A method for bonding articles to substrates, comprising the step of applying therebetween a layer comprising a composition according to claim 9.
Claim 20
Dependent Claim 75 words
Compositions, comprising compounds of the formula ##STR4## where m is 2 or more, n is greater than or equal to zero, and B is a radical of a polyvalent polyol containing hydroxyl groups about 25 to 100 weight percent of which are primary hydroxyl groups and having a backbone selected from divalent aliphatic, olefinic, ether, ester, thioether, urethane, or urea radicals, together with bis[2-(N,N-dialkylamino)alkyl]ether(s) in an amount effective to provide moisture curability of said compounds.
Claim 21
Dependent Claim 75 words
Compositions, comprising compounds of the formula ##STR4## where m is 2 or more, n is greater than or equal to zero, and B is a radical of a polyvalent polyol containing hydroxyl groups about 25 to 100 weight percent of which are primary hydroxyl groups and having a backbone selected from divalent aliphatic, olefinic, ether, ester, thioether, urethane, or urea radicals, together with bis[2-(N,N-dialkylamino)alkyl]ether(s) in an amount effective to provide moisture curability of said compounds.
Claim 22
Dependent Claim 21 words
Compositions according to claim 18, comprising compounds of the formula ##STR5## where B is a divalent polyether radical, together with bis[2-(N,N-dimethylamino)ethyl]ether.
Claim 23
Dependent Claim 18 words
Adhesive, coating, or sealant compositions, comprising a composition according to claim 11, together with filler, solvent, and plasticizer.

References Cited (Backward Citations)

US3380967A Cited
US3380950A Cited
US3330782A Cited
US3707521A Cited
US3779794A Cited
US3627722A Cited
US3925268A Cited
WO1981000671A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-04-15 1988-10-15 1989-04-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-04-15 1992-10-15 1993-04-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-04-15 1996-10-15 1997-04-16 $7700.00 Window Closed / Lapsed

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