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US 5,684,102 AGranted
Organoborane polyamine complexes and adhesive compositions made therewith
AssigneeMinnesota Mining and Manufacturing Company
InventorsAlphonsus V. Pocius, Tadesse G. Nigatu
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Abstract
A complex comprises organoborane and polyamine. The polyamine is the reaction product of a diprimary amine-terminated material and a material having at least two groups reactive with primary amine. The complexes are useful in systems for initiating the polymerization of acrylic monomer, which systems further include a material reactive with amine. Polymerizable acrylic monomer compositions useful as adhesives can be prepared.
Claims34
A polymerizable acrylic composition comprising:
- a) at least one acrylic monomer;
- b) an effective amount of a complex comprising organoborane and and polyamine, wherein the polyamine comprises the reaction product of a diprimary amine-terminated material and a material having at least two groups reactive with primary amine, wherein a majority of the terminal groups in the polyamine are primary amine;
- and
- c) an effective amount of a compound that is reactive with amine for liberating the organoborane to initiate polymerization of the at least one acrylic monomer.
1 more element
A polymerizable acrylic composition comprising:
- a) at least one acrylic monomer;
- b) an effective amount of an organoborane polyamine complex having the structure ##STR23## wherein:
- R.sup.1 is an alkyl group having 1 to 10 carbon atoms;
- R.sup.2 and R.sup.3 are independently selected from alkyl groups having 1 to 10 carbon atoms and phenyl-containing groups;
- each E is the residue of a diprimary amine-terminated material;
- each L is the residue of a material having at least two groups reactive with primary amine;
- z.gtoreq.0;
- and
- the value of v is selected so as to provide an effective ratio of primary amine atoms to boron atoms in the complex;
- and
- c) an effective amount of compound that is reactive with amine for liberating the organoborane to initiate polymerization of the at least one organic monomer.
8 more elements
A polymerizable acrylic composition comprising:
- a) a blend of acrylic monomers comprising alkyl acrylate monomer and alkyl methacrylate monomer;
- b) a substantially linear organoborane polyamine complex having the structure ##STR24## wherein:
- R.sup.1, R.sup.2 and R.sup.3 are alkyl groups having 1 to 5 carbon atoms and are the same;
- E--(L--E).sub.z --L--E is a polyamine wherein:
- each E is the residue of a material that is selected from the group consisting of:
- (a) polyoxyalkylenediamine having the structure H.sub.2 NR.sup.4 O--(R.sup.5 O).sub.w --(R.sup.6 O).sub.x --(R.sup.5 O).sub.y --R.sup.4 NH.sub.2 wherein
- R.sup.4, R.sup.5, and R.sup.6 are alkylene groups having 1 to 10 carbon atoms and which may be the same or which may be different;
- w is .gtoreq.1;
- x is .gtoreq.0;
- y is .gtoreq.0;
- and
- (b) linear alkyldiamine in which the alkyl group has from 1 to 12 carbon atoms;
- and
- each L is a linking group that is the residue of a material having the structure Y--R.sup.7 --X,
- wherein Y and X are the same and are selected from the group consisting of carboxylic acid, carboxylic acid halide, ester, aldehyde, epoxide, amino alcohol, and acrylic, and R.sup.7 is a divalent organic radical;
- z.gtoreq.0;
- and
- the value of v is selected such that the ratio of primary amine atoms to boron atoms in the complex is about 1:1 to 2:1;
- and
- c) an effective amount of acrylic acid or methacrylic acid for liberating the organorborane in the complex to initiate polymerization of the blend of acrylic monomers.
17 more elements
A method of initiating the polymerization of an acrylic monomer, the method comprising the steps of:
- a) providing at least one acrylic monomer;
- b) blending the at least one acrylic monomer with a polymerization initiator system comprising:
- i) a complex comprising organoborane and polyamine, wherein the polyamine comprises the reaction product of a diprimary amine-terminated material and a material having at least two groups reactive with primary amine, wherein a majority of the terminal groups in the polyamine are primary amine;
- ii) an effective amount of a compound that is reactive with amine for liberating the organoborane to initiate polymerization of the at least one acrylic monomer;
- and
- c) initiating polymerization of the at least one acrylic monomer.
3 more elements
Dependencies are inferred from the claim text.