WO2003089536A3 - Polymerisation initiators based on ammonium tetraalkyl boranes, polymerisable compositions, and uses thereof for bonding low surface energy substrates - Google Patents

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

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Publication number
WO2003089536A3
WO2003089536A3 PCT/IE2003/000058 IE0300058W WO03089536A3 WO 2003089536 A3 WO2003089536 A3 WO 2003089536A3 IE 0300058 W IE0300058 W IE 0300058W WO 03089536 A3 WO03089536 A3 WO 03089536A3
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WO
WIPO (PCT)
Prior art keywords
phenyl
surface energy
low surface
alkyl
quaternary
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
Priority claimed from IE20020286A external-priority patent/IE20020286A1/en
Application filed by Loctite R & D Ltd, Brendan J Kneafsey, Gerard Coughlan, Thomas Harty filed Critical Loctite R & D Ltd
Priority to AU2003225512A priority Critical patent/AU2003225512A1/en
Publication of WO2003089536A2 publication Critical patent/WO2003089536A2/en
Publication of WO2003089536A3 publication Critical patent/WO2003089536A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00—Adhesives 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
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31855—Of addition polymer from unsaturated monomers
    • Y10T428/31909—Next to second addition polymer from unsaturated monomers
    • Y10T428/31928—Ester, halide or nitrile of addition polymer
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31855—Of addition polymer from unsaturated monomers
    • Y10T428/31935—Ester, halide or nitrile of addition polymer

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

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 WO2003089536A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003225512A AU2003225512A1 (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

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IE20020286A IE20020286A1 (en) 2001-10-23 2002-04-19 Developments in polymerisation initiators, polymerisable compositions, and uses thereof for bonding low surface energy substrates
IE2002/0286 2002-04-19

Publications (2)

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

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PCT/IE2003/000058 WO2003089536A2 (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

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US (1) US7371466B2 (en)
AU (1) AU2003225512A1 (en)
WO (1) WO2003089536A2 (en)

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Also Published As

Publication number Publication date
AU2003225512A1 (en) 2003-11-03
WO2003089536A2 (en) 2003-10-30
AU2003225512A8 (en) 2003-11-03
US20030226472A1 (en) 2003-12-11
US7371466B2 (en) 2008-05-13

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