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US5272224A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurethane based adhesion composition and method

Assignee: ADCO TECHNOLOGIES Inc
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Filing: 1991-06-19
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Granted: 1993-12-21
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Expires: 2011-06-19
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Abstract

Abstract A one-component, moisture-curable polyurethane-based adhesive composition useful for affixing glass panels directly to electrocoat painted metal substrates or over a primer comprises a polyurethane base polymer containing an electrocoat adhesion promoter. The sealant composition has fast cure times at ambient temperatures and forms a strong bond directly to electrocoat painted metal substrates without the need for a sealant primer.

Inventors

  • 👤 Jamil Baghdachi
  • 👤 Keith H. Mahoney

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 00:59
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C03; C03C; C03C27/00; C03C27/04; C03C27/048; C08K; C08K5/00; C08K5/54; C08G2190/00

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 243 words
A one-component, moisture-curable sealant composition comprising a) a silane-terminated polyurethane polymer of the formula ##STR7## wherein U comprises a polyurethane containing at least two urethane linkages per molecule, prepared from polyether polyols having at least two free hydroxyl groups; R is a lower alkyl of from 1 to 6 carbon atoms; R 1 is a divalent bridging radical selected from the group consisting of divalent hydrocarbon radicals, divalent hydrocarbon ether radicals, and divalent hydrocarbon amino radicals; A is selected from the group consisting of --S-- and --NR 2 -- where R 2 is selected from the group consisting of hydrogen and an alkyl of from one to six carbon atoms; and (b) a substituted silane electrocoat adhesion promoter comprising a silane compound of the formula ##STR8## wherein R 3 , R 4 and R 5 may be the same or different and are selected from alkyl and alkoxyl of from one to four carbon atoms, and wherein B is at least one member selected from the group consisting of: ##STR9## wherein x is an integer of from one to six, wherein R 7 is an alkyl group of from one to four carbon atoms or alkylene of one to four carbon atoms, and wherein y and z may be the same or different and are integers of from one to six, said adhesion promoter being present in an amount between 2.0 and 8.5 parts by weight based on 100 parts of polyurethane polymer.
Claim 2
Dependent Claim 243 words
A one-component, moisture-curable sealant composition comprising a) a silane-terminated polyurethane polymer of the formula ##STR7## wherein U comprises a polyurethane containing at least two urethane linkages per molecule, prepared from polyether polyols having at least two free hydroxyl groups; R is a lower alkyl of from 1 to 6 carbon atoms; R 1 is a divalent bridging radical selected from the group consisting of divalent hydrocarbon radicals, divalent hydrocarbon ether radicals, and divalent hydrocarbon amino radicals; A is selected from the group consisting of --S-- and --NR 2 -- where R 2 is selected from the group consisting of hydrogen and an alkyl of from one to six carbon atoms; and (b) a substituted silane electrocoat adhesion promoter comprising a silane compound of the formula ##STR8## wherein R 3 , R 4 and R 5 may be the same or different and are selected from alkyl and alkoxyl of from one to four carbon atoms, and wherein B is at least one member selected from the group consisting of: ##STR9## wherein x is an integer of from one to six, wherein R 7 is an alkyl group of from one to four carbon atoms or alkylene of one to four carbon atoms, and wherein y and z may be the same or different and are integers of from one to six, said adhesion promoter being present in an amount between 2.0 and 8.5 parts by weight based on 100 parts of polyurethane polymer.
Claim 3
Dependent Claim 53 words
A one-component, moisture-curable sealant composition as defined in claim 1 wherein said polyurethane polymer comprises the reaction product of a polyether polyol containing at least two hydroxyl groups per molecule and a number average molecular weight of about 1000 to about 3000 and an isocyanate having at least two isocyanate groups per molecule.
Claim 4
Dependent Claim 27 words
A one-component, moisture-curable sealant composition as defined in claim 1, wherein said polyurethane polymer has a number average molecular weight of from about 10,000 to about 30,000.
Claim 5
Dependent Claim 23 words
A one-component, moisture-curable sealant composition as defined in claim 3 wherein A is --NR 2 -- where R 2 is as defined therein.
Claim 6
Dependent Claim 40 words
A one-component, moisture-curable sealant composition as defined by claim 1 wherein said electrocoat adhesion promoter is present in an amount ranging from about 2.0 to about 10.0 parts by weight, based on 100 parts by weight of said polyurethane polymer.
Claim 7
Dependent Claim 40 words
A one-component, moisture-curable sealant composition as defined by claim 5 wherein said electrocoat adhesion promoter is present in an amount ranging from about 4.0 to about 8.0 parts by weight, based on 100 parts by weight of said polyurethane polymer.
Claim 8
Dependent Claim 35 words
A one component, moisture-curable sealant composition as defined by claim 5 wherein and electrocoat adhesion promoter is selected from the group consisting of gamma-(glycidoxy)propyltrimethoxysilane, N-2-aminoethyl-N-3-aminoethyl aminoethyltrimethoxy-silylpropyl-1,2-ethanediamine, and N-2-[4-vinyl-(benzeneamino)]ethyl-3-aminopropyltrimethoxysilane, including hydrohalide salts thereof and mixtures thereof.
Claim 9
Dependent Claim 35 words
A one-component, moisture-curable sealant composition as defined in claim 1 further comprising from about 1.0 to about 10.0 parts by weight of a flexibilizing agent, based on 100 parts by weight of said polyurethane polymer.
Claim 10
Dependent Claim 40 words
A one-component, moisture curable sealant composition as defined in claim 5 wherein said flexibilizing agent is present in an amount ranging from about 2.0 to about 5.0 parts by weight, based on 100 parts by weight of said polyurethane polymer.
Claim 11
Dependent Claim 42 words
A one-component, moisture-curable sealant composition as defined in claim 9 wherein said flexibilizing agent is selected from the group consisting of dioctyl phthalate, dibutyl phthalate, diundecyl phthalate, dioctyl adipate, butyl benzyl phthalate, iso-decyldiphenyl phosphate, di-iso-decyl phthalate, N-butyl-p-toluene-sulfonamide and N-ethyl-p-toluene-sulfonamide and mixtures thereof.
Claim 12
Dependent Claim 19 words
A one-component, moisture-curable sealant composition as defined in claim 1 wherein said electrocoat adhesion promoter is between N-2-[4-vinyl-benzeneamino)]ethyl-3-aminopropyltrimethoxysilane, monohydrochloride.
Claim 13
Dependent Claim 22 words
A one-component, moisture-curable sealant composition as set forth in claim 1 wherein said adhesion promoter comprises a mixture of N-2-aminoethyl-N-3-aminoethyltrimethoxy-silylpropyl-1,2-ethanediamine and N-beta-aminoethyl-gamma-aminopropyltrimethoxysilane.
Claim 14
Dependent Claim 18 words
A one-component, moisture-curable sealant composition as set forth in claim 1 wherein said adhesion promoter is N-2-aminoethyl-N-3 aminoethyltrimethyloxysilylpropyl-1,2-ethanediamine.
Claim 15
Dependent Claim 17 words
A one-component, moisture-curable sealant composition as set forth in claim 1 wherein said adhesion promoter is gamma-(glycidoxy)-propyltrimethoxysilane.

References Cited (Backward Citations)

US4345053A Cited
US4687533A Cited
US4889903A Cited
US4894426A Cited
US4954598A Cited
US5147927A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-12-20 1997-06-21 1997-12-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-12-20 2001-06-21 2001-12-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-12-20 2005-06-21 2005-12-21 $7700.00 Window Closed / Lapsed

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