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US 2003/0199651 A1Published application
Internally blocked organoborate initiators and adhesives therefrom
AssigneeLord Corporation
InventorsJonathan L. Kendall, Robin F. Righettini, Kirk J. Abbey
Life of this patent
Estimating the term…
Abstract
Disclosed are internally blocked borates useful for polymerizable compositions, and polymerizable adhesives made therewith. The internally blocked borates have general structures: 1 wherein X represents —CHR6—, oxygen or sulfur; n is an integer; R1, R2, R3, R4, R5, and R6 are independently selected, for example, from unsubstituted and substituted C1-C10 alkyl, alkylene groups, or aryl groups, including other embodiments further defined, and M is a counter ion with positive charge m.
Claims43
A method for adhesively bonding substrates, the method comprising the steps of:
- (a) providing at least a first and a second substrate;
- (b) applying a mixture to at least one of said first and said second substrates, said mixture comprising:
- (i) at least one addition polymerizable component;
- (ii) an effective amount of an internally blocked borate compound having a ring structure (I I) or (II′)
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- wherein X represents —CHR7—, oxygen or sulfur;
- n is the integer 1, 2, 3, 4, or 5, and R1, R2, R3, R4, R5, R6 and R7 are independently selected from unsubstituted and substituted alkyl or alkylene groups containing 1 to 10 carbon atoms, substituted aryl groups having up to 7 to 12 carbon atoms, and unsubstituted aryl groups;
- alternatively either of R3, R4, R5, R6 and R7 are hydrogen;
- R1 and R2 alternatively are part of a second unsubstituted or substituted cyclic borate;
- R1 and R2 alternatively comprise a spiro ring or a spiro-ether ring;
- R1 or R2 together with R3 or R4 alternatively are linked to form a cycloaliphatic ring;
- and R1 or R2 together with either R3 or R4 alternatively comprise a cyclic ether ring;
- and M is any positively charged species with charge m greater than 0 and
- (iii) a deblocking agent;
- (c) mating the first and second substrates with said mixture of step (b) therebetween;
- and
- (d) allowing the at least one addition polymerizable component to polymerize, optionally with application of heat, whereby the first and second substrates are adhesively bonding.
14 more elements
A polymerizable composition comprising:
- a) at least one polymerizable monomer;
- b) an internally blocked borate having the structure (I I) or (II′)
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- wherein X represents —CHR7—, oxygen or sulfur;
- n is the integer 1, 2, 3, 4, or 5, and R1, R2, R3, R4, R5, R6 and R7 are independently selected from unsubstituted and substituted alkyl or alkylene groups containing 1 to 10 carbon atoms, substituted aryl groups having up to 7 to 12 carbon atoms, and unsubstituted aryl groups;
- alternatively either of R3, R4, R5, R6 and R7 are hydrogen;
- R1 and R2 alternatively are part of a second unsubstituted or substituted cyclic borate;
- R1 and R2 alternatively comprise a spiro ring or a spiro-ether ring;
- R1 or R2 together with R3 or R4 alternatively are linked to form a cycloaliphatic ring;
- and R1 or R2 together with either R3 or R4 alternatively comprise a cyclic ether ring;
- and M is any positively charged species with charge m greater than 0;
- and
- c) a compound that liberates an organoborane from said internally blocked borate.
10 more elements
A compound which has the structure:
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- wherein for X is oxygen or sulfur;
- wherein when X represents oxygen, n is the integer 2, 3, 4, or 5;
- and wherein when X represents sulfur, n is the integer 1, 2, 3, 4 or 5;
- and R1, R2, R3, R4, R5 and R6 are, independently, unsubstituted and substituted alkyl groups containing 1 to 10 carbon atoms, alkylene groups containing 1 to 10 carbon atoms, substituted aryl groups containing 7 to 12 carbon atoms, or unsubstituted aryl groups;
- alternatively either of R3, R4, R5 and R6 in (I) include hydrogen;
- alternatively, R1 and R2 are part of a second unsubstituted or substituted cyclic borate;
- R1 and R2 alternatively comprise a spiro ring or a spiro-ether ring;
- alternatively, R1 or R2 together with R3 or R4 in (I) are linked to form a cycloaliphatic ring;
- alternatively in (I) R1 or R2 together with either R3 or R4 comprise a cyclic ether ring;
- and M is any positively charged species with m being greater than 0.
8 more elements
A bonded composite comprising a first substrate, a second substrate, and a cured composition that adhesively bonds the first and second substrates together, wherein the composition results from the curing a composition comprising:
- (a) at least one acrylic monomer;
- (b) an internally blocked borate compound having a ring structure (I I) or (II′)
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- wherein X represents —CHR7—, oxygen or sulfur;
- n is the integer 1, 2, 3, 4, or 5, and R1, R2, R3, R4, R5, R6 and R7 are independently selected from unsubstituted and substituted alkyl or alkylene groups containing 1 to 10 carbon atoms, substituted aryl groups having up to 7 to 12 carbon atoms, and unsubstituted aryl groups;
- alternatively either of R3, R4, R5, R6 and R7 are hydrogen;
- R1 and R2 alternatively are part of a second unsubstituted or substituted cyclic borate;
- R1 and R2 alternatively comprise a spiro ring or a spiro-ether ring;
- R1 or R2 together with R3 or R4 alternatively are linked to form a cycloaliphatic ring;
- and R1 or R2 together with either R3 or R4 alternatively comprise a cyclic ether ring;
- and M is any positively charged species with charge m greater than 0.
8 more elements
Dependencies are inferred from the claim text.