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Polymerisation initiators based on ammonium tetraalkyl boranes, polymerisable compositions, and uses thereof for bonding low surface energy substrates

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Publication number
WO2003089536A3
WO2003089536A3 PCT/IE2003/000058 IE0300058W WO2003089536A3 WO 2003089536 A3 WO2003089536 A3 WO 2003089536A3 IE 0300058 W IE0300058 W IE 0300058W WO 2003089536 A3 WO2003089536 A3 WO 2003089536A3
Authority
WO
Grant status
Application
Patent type
Prior art keywords
quaternary
part
boron
phenyl
alkyl
Prior art date
Application number
PCT/IE2003/000058
Other languages
French (fr)
Other versions
WO2003089536A2 (en )
Inventor
Brendan J Kneafsey
Gerard Coughlan
Thomas Harty
Original Assignee
Loctite R & D Ltd
Brendan J Kneafsey
Gerard Coughlan
Thomas Harty
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; MISCELLANEOUS COMPOSITIONS; MISCELLANEOUS APPLICATIONS OF MATERIALS
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31855Of addition polymer from unsaturated monomers
    • Y10T428/31909Next to second addition polymer from unsaturated monomers
    • Y10T428/31928Ester, halide or nitrile of addition polymer
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31855Of addition polymer from unsaturated monomers
    • Y10T428/31935Ester, halide or nitrile of addition polymer

Abstract

Quaternary boron salts are used as initiators of polymerisation in two-part acrylic adhesive compositions for bonding low surface energy substrates such as polyolefins. The two-part compositions comprise part A) the quaternary boron salt and at least one (meth)acrylate monomer; and part B) at least one (meth)acrylate monomer together with a compound reactive with the quaternary boron salt to free an organoborane therefrom. Parts A and B can be used in a 1:1 ratio. The quaternary boron salts are of the formula (I) wherein R1 is C1-C10 alkyl, R2, R3 and R4, which may be the same or different, are, C1-C10 alkyl or C3-C10 cycloalkyl, phenyl, or phenyl-substituted C1-C10 alkyl or C3-C10 cycloalkyl, provided that any two of Rl - R4 may optionally be part of a carbocyclic ring, and M+ is a quaternary ammonium ion. Particular examples of initiator compounds include tetramethylammonium phenyl triethyl borate, and tetra methyl ammonium phenyl tri-n-butyl borate, the latter of which is a novel compound.
PCT/IE2003/000058 2002-04-19 2003-04-07 Polymerisation initiators based on ammonium tetraalkyl boranes, polymerisable compositions, and uses thereof for bonding low surface energy substrates WO2003089536A3 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
IE20020286 2002-04-19
IE2002/0286 2002-04-19

Publications (2)

Publication Number Publication Date
WO2003089536A2 true WO2003089536A2 (en) 2003-10-30
WO2003089536A3 true true WO2003089536A3 (en) 2004-03-25

Family

ID=29227386

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IE2003/000058 WO2003089536A3 (en) 2002-04-19 2003-04-07 Polymerisation initiators based on ammonium tetraalkyl boranes, polymerisable compositions, and uses thereof for bonding low surface energy substrates

Country Status (2)

Country Link
US (1) US7371466B2 (en)
WO (1) WO2003089536A3 (en)

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KR101496344B1 (en) * 2010-09-15 2015-03-12 헨켈 아이피 앤드 홀딩 게엠베하 Two-part, cyanoacrylate/cationically curable adhesive systems
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Also Published As

Publication number Publication date Type
WO2003089536A2 (en) 2003-10-30 application
US20030226472A1 (en) 2003-12-11 application
US7371466B2 (en) 2008-05-13 grant

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