Adhesive bonding systems having adherence to low energy surfaces
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IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C08L-031/00
C08F-004/12
C08F-004/44
C08F-004/52
출원번호
US-0003958
(2004-12-03)
등록번호
US-8202932
(2012-06-19)
발명자
/ 주소
Kneafsey, Brendan J.
Scott, Edward Patrick
Hersee, Rachel Miriam
출원인 / 주소
Loctite (R&D) Limited
대리인 / 주소
Bauman, Steven C.
인용정보
피인용 횟수 :
0인용 특허 :
44
초록▼
This invention relates to (meth)acrylate-based polymerizable compositions and adhesive systems prepared therefrom, which include a alkylated borohydride or tetraalkyl borane metal or ammonium salt and an amino silane or an amino silane capped polymer. The inventive compositions and adhesive systems
This invention relates to (meth)acrylate-based polymerizable compositions and adhesive systems prepared therefrom, which include a alkylated borohydride or tetraalkyl borane metal or ammonium salt and an amino silane or an amino silane capped polymer. The inventive compositions and adhesive systems are particularly well suited for bonding applications which involve at least one low energy bonding surface, for example, the polyolefins, polyethylene, and polypropylene.
대표청구항▼
1. A polymerizable composition for bonding a low surface energy substrate to a similar or different substrate, comprising: a) at least one free-radically polymerizable monomer component, andb) an effective amount of an initiator system for initiating polymerization of the free-radically polymerizabl
1. A polymerizable composition for bonding a low surface energy substrate to a similar or different substrate, comprising: a) at least one free-radically polymerizable monomer component, andb) an effective amount of an initiator system for initiating polymerization of the free-radically polymerizable monomer, said initiator system comprising: alkylated borohydride or tetraalkyl borane metal or ammonium salts comprising formula VI below: wherein R10 is C1-C10 alkyl, R11 and R12, which may be the same or different, are selected from the group consisting of H, D, C1-C10 alkyl, C3-C10 cycloalkyl, phenyl, phenyl-substituted C1-C10 alkyl and phenyl-substituted C3-C10 cycloalkyl, provided that any two of R10-R12 may optionally be part of a carbocyclic ring,R13 is H, D or C1-C10 alkyl, andM+ is a metal ion or a quaternary ammonium ion comprising formula VII below wherein R14-R17, which may be the same or different, are selected from the group consisting of C1-C10 alkyl, C2-C10 alkenyl, C3-C10 cycloalkyl, aryl, C1-C10 alkylaryl, aryl C1-C10 alkyl and aryl C1-C10 cycloalkyl, provided that any two of R14-R17 may be part of an optionally unsaturated carbocyclic ring; and c) a carrier comprising an amino silane or an amino silane capped polymer. 2. A composition according to claim 1, which is a two-part composition in which the free-radically polymerizable monomer component is provided in one part and the initiator system is provided in the other part. 3. A composition according to claim 1, which is a two-part composition in which the free-radically polymerizable monomer component comprises at least one (meth)acrylate monomer which is provided in both parts and the initiator system is provided in one part. 4. A two-part polymerizable adhesive composition according to claim 3, comprising: part A) an effective amount of an initiator system and an amino silane or an amino silane capped polymer; andpart B) at least one (meth)acrylate monomer, optionally with one or more of a toughener, acid, filler and thickener. 5. A two-part polymerizable adhesive composition according to claim 3, comprising: part A) an effective amount of an initiator system, an amino silane or an amino silane capped polymer, and at least one (meth)acrylate monomer, optionally with one or more of a toughener, filler and thickener, but without any compound that is reactive with the initiator system to free an alkylated borohydride or tetraalkyl borane metal or ammonium salt therefrom; andpart B) at least one (meth)acrylate monomer together with a compound reactive with an initiator system to free an alkylated borohydride or tetraalkyl borane metal or ammonium salt therefrom and optionally with one or more of a toughener, filler and thickener. 6. A composition according to claim 1, wherein three of R1-R4 of the alkylated borohydride of formula VI are the same C1-C10 alkyl group and one of R1-R4 is phenyl or phenyl-substituted C1-C10 alkyl. 7. A composition according to claim 1, wherein three of R1-R4 of the alkylated borohydride of formula VI are the same C2-C4 alkyl group and one of R1-R4 is phenyl. 8. A composition according to claim 1, wherein each of R5-R8 of the quaternary ammonium ion of formula VII is the same C1-C5 alkyl group. 9. A composition according to claim 1, wherein the initiator system comprises: wherein R10-R12 are each the same C1-C6 alkyl group, R13 is phenyl;R14-R17 are each the same C1-C6 alkyl group. 10. A composition according to claim 1, wherein the initiator system is used in an amount sufficient to provide 0.01% to 5% by weight of boron in the total composition. 11. A composition according to claim 1, wherein the amino silane is a member selected from the group consisting of aminopropyltrimethoxysilane, aminopropyltriethoxysilane, aminoethylaminopropyltrimethoxysilane and aminoethylaminopropyltriethoxysilane. 12. A composition according to claim 1, wherein the amino silane is 3-aminopropyl triethoxy silane. 13. A composition according to claim 1, wherein the amino silane is an amino silane capped polymer. 14. A composition according to claim 13, wherein the amino silane capped polymer is an amino siloxane selected from the group consisting of monoamino siloxanes, diamino siloxanes and polyamino siloxanes, provided none of the amino siloxanes have pendant functional groups capable of polymerization. 15. A composition according to claim 13, wherein the amino silane capped polymer is embraced by: wherein R18, R19, R20 and R21 may be the same or different and are selected from the group consisting of hydrogen, hydroxyl, alkyl, alkoxy, alkenyl, alkenyloxy, aryl, and aryloxy; R22 and R23 may be the same or different and are selected from the group consisting of hydrogen, alkyl and aryl; and X is selected from alkylene, alkenylene, arylene, with or without interruption by a heteroatom; urethanes; polyethers; polyesters; polyacrylates; polyamides; and polyimides. 16. A composition according to claim 14, wherein the diamino siloxane is embraced by: wherein R26 and R27 may be the same or different and are selected from the group consisting of alkylene, arylene, alkylene oxide, arylene oxide, alkylene esters, arlyene esters, alkylene amides and arylene amides; R24 and R25 may be the same or different and are selected from the group consisting of alkyl and aryl; R22 and R23 are as defined above and n is 1-1,200. 17. A composition according to claim 1, wherein the amino silane is a member selected from the group consisting of N-2(aminoethyl)-3-aminopropylmethyldimethoxysilane, N-2(aminoethyl)-3-aminopropyltrimethoxysilane, N-2(aminoethyl)-3-aminopropyltriethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-triethoxysilyl-N-(1,3-dimethyl-butyliden)propylamine, N-phenyl-3-aminopropyltrimethoxysilane, N-(vinylbenzyl)-2-aminoethyl-3-aminopropyltrimethoxysilanehydrochloride, N-vinylbenzyl-N′-aminoethyl-e-aminopropylpolysiloxane, N-(n-butyl)-3-aminopropyltrimethoxysilane, N-(2-aminoethyl)-3-aminopropylmethyldimethoxysilane, 3-aminopropylmethyldiethoxysilane, 3-aminopropyltrimethoxysilane, N-2-aminoethyl-3-aminopropyltrimethoxysilane, N-(2-aminoethyl)-3-aminopropyltrimethoxysilane and triamino-functional propyltrimethoxysilane. 18. A method for bonding together substrates, at least one of which is constructed of a low surface energy material, the steps of which comprise: applying a composition according to claim 1 to at least one of the substrates,bringing the substrates together with the composition, andallowing the composition to cure. 19. A method for bonding together substrates, at least one of which is constructed of a low surface energy material, the steps of which comprise: mixing parts A and B of a two part adhesive composition according to claim 3 prior to use in order to initiate polymerization,applying the mixed adhesive composition to at least one of the substrates,bringing the substrates together with the composition, andallowing the composition to cure by completion of the polymerization initiated on mixing of the two parts A and B. 20. A cured adhesive composition comprising the polymerization product of a composition according to claim 1. 21. A bonded article comprising two substrates bonded by the polymerization product of a composition according to claim 1. 22. A bond formed between two substrates by the polymerization product of a composition according to claim 1. 23. A composition according to claim 1 further comprising a cure indicator. 24. A composite article comprising a first substrate and a second substrate bonded to the first substrate by an acrylic adhesive, wherein the acrylic adhesive comprises the polymerization product of a composition according to claim 1. 25. A composition according to claim 1, which when polymerized to bond together two substrates and exposed for 250 hours under 60° C. and 95% RH the polymerized composition at least maintains bond strength.
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