US5621143A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Organoborane polyoxyalkylenepolyamine complexes and adhesive compositions made therewith
Assignee: 3M Innovative Properties Co
•
Filing: 1995-04-14
•
Granted: 1997-04-15
•
Expires: 2015-04-14
Abstract
Abstract A complex comprises organoborane and polyoxyalkylenepolyamine. The complexes are useful in systems for initiating the polymerization of acrylic monomer, which systems further include an amine reactive compound. Polymerizable acrylic monomer compositions useful as adhesives can be prepared.
Inventors
- 👤 Alphonsus V. Pocius
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 20:56
CPC Classifications
C; C09; C09J; C09J4/00; B; B32; B32B; B32B27/00; B32B27/30; B32B7/00; B32B7/04; B32B7/12; C07; C07F; C07F5/00; C07F5/02; C07F5/027; C08; C08F; C08F4/00; C08F4/42; C08F4/44; C08F4/52; Y; Y10; Y10T; Y10T428/00; Y10T428/12; Y10T428/12201; Y10T428/12215; Y10T428/31504; Y10T428/3154; Y10T428/31544; Y10T428/31855; Y10T428/31909; Y10T428/31913; Y10T428/31928
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
6 words
A complex comprising organoborane and polyoxyalkylenepolyamine.
Claim 2
Dependent Claim
6 words
A complex comprising organoborane and polyoxyalkylenepolyamine.
Claim 3
Dependent Claim
46 words
A complex according to claim 1 wherein the organoborane has structure ##STR13## wherein: R 1 is an alkyl group having 1 to 10 carbon atoms; and R 2 and R 3 are independently selected from alkyl groups having 1 to 10 carbon atoms and phenyl-containing groups.
Claim 4
Dependent Claim
106 words
A complex according to claim 1 wherein the polyoxyalkylenepolyamine has a structure selected from the group consisting of: H 2 NR 4 O--(R 5 O) w --(R 6 O) x --(R 5 O) y --R 4 NH 2 and [H 2 NR 4 O--(R 5 O) w ] z --R 7 , wherein: R 4 , R 5 and R 6 are alkylene groups having 1 to 10 carbon atoms and which may be the same or which may be different; R 7 is the residue of a polyol; w is ≧ 1; x is ≧ 0; y is ≧ 0; and z is > 2.
Claim 5
Dependent Claim
180 words
An organoborane polyamine complex comprising organoborane and polyoxyalkylenepolyamine and having the structure ##STR14## wherein: R 1 is an alkyl group having 1 to 10 carbon atoms; R 2 and R 3 are independently selected from alkyl groups having 1 to 10 carbon atoms and phenyl-containing groups; Am is polyoxyalkylenepolyamine and has a structure selected from the group consisting of H 2 NR 4 O--(R 5 O) w --(R 6 O) x --(R 5 O) y --R 4 NH 2 and [H 2 NR 4 O--(R 5 O) w ] z --R 7 , wherein: R 4 , R 5 , and R 6 are alkylene groups having 1 to 10 carbon atoms and which may be the same or which may be different; R 7 is the residue of a polyol; the values of w, x, and y are selected such that the organoborane polyamine complex is a liquid at room temperature; z is 3 or 4; and the value of v is selected so as to provide an effective ratio of nitrogen atoms to boron atoms in the complex.
Claim 6
Dependent Claim
180 words
An organoborane polyamine complex comprising organoborane and polyoxyalkylenepolyamine and having the structure ##STR14## wherein: R 1 is an alkyl group having 1 to 10 carbon atoms; R 2 and R 3 are independently selected from alkyl groups having 1 to 10 carbon atoms and phenyl-containing groups; Am is polyoxyalkylenepolyamine and has a structure selected from the group consisting of H 2 NR 4 O--(R 5 O) w --(R 6 O) x --(R 5 O) y --R 4 NH 2 and [H 2 NR 4 O--(R 5 O) w ] z --R 7 , wherein: R 4 , R 5 , and R 6 are alkylene groups having 1 to 10 carbon atoms and which may be the same or which may be different; R 7 is the residue of a polyol; the values of w, x, and y are selected such that the organoborane polyamine complex is a liquid at room temperature; z is 3 or 4; and the value of v is selected so as to provide an effective ratio of nitrogen atoms to boron atoms in the complex.
Claim 7
Dependent Claim
29 words
An organoborane polyamine complex according to claim 4 wherein R 1 , R 2 and R 3 are independently selected from alkyl groups having 1 to 5 carbon atoms.
Claim 8
Dependent Claim
20 words
An organoborane polyamine complex according to claim 5 wherein R 1 , R 2 and R 3 are the same.
Claim 9
Dependent Claim
46 words
An organoborane polyamine complex according to claim 4 wherein R 4 is an alkyl group having 2 to 4 carbon atoms, R 5 is an alkyl group having 2 or 3 carbon atoms, and R 6 is an alkyl group having 2 or 3 carbon atoms.
Claim 10
Dependent Claim
20 words
An organoborane polyamine complex according to claim 4 wherein the polyoxyalkylenepolyamine has a molecular weight of less than about 5,000.
Claim 11
Dependent Claim
20 words
An organoborane polyamine complex according to claim 8 wherein the polyoxyalkylenepolyamine has a molecular weight of about 250 to 1,000.
Claim 12
Dependent Claim
17 words
An organoborane polyamine complex according to claim 4 wherein the value of v is 0.1 to z.
Claim 13
Dependent Claim
25 words
An organoborane polyamine complex according to claim 4 wherein the ratio of nitrogen atoms to boron atoms in the complex is about 1:1 to 4:1.
Claim 14
Dependent Claim
23 words
An organoborane polyamine complex according to claim 11 wherein the ratio of nitrogen atoms to boron atoms in the complex is about 1:1.
Claim 15
Dependent Claim
178 words
An organoborane polyamine complex comprising organoborane and polyoxyalkylenepolyamine and having the structure ##STR15## wherein: R 1 , R 2 and R 3 are alkyl groups having 1 to 5 carbon atoms and are the same; Am is polyoxyalkylenepolyamine and has a structure selected from the group consisting of H 2 NR 4 O--(R 5 O) w --(R 6 O) x --(R 5 O) y --R 4 NH 2 and [H 2 NR 4 O--(R 5 O) w ] z --R 7 , wherein: R 4 is an alkyl group having 2 to 4 carbon atoms; R 5 is an alkyl group having 2 or 3 carbon atoms; R 6 is an alkyl group having 2 or 3 carbon atoms; R 7 is the residue of a polyol; the values of w, x, and y are selected such that the organoborane polyamine complex is a liquid at room temperature; z is 3 or 4; and the value of v is selected such that the ratio of nitrogen atoms to boron atoms in the complex is about 1:1 to 2:1.
Claim 16
Dependent Claim
178 words
An organoborane polyamine complex comprising organoborane and polyoxyalkylenepolyamine and having the structure ##STR15## wherein: R 1 , R 2 and R 3 are alkyl groups having 1 to 5 carbon atoms and are the same; Am is polyoxyalkylenepolyamine and has a structure selected from the group consisting of H 2 NR 4 O--(R 5 O) w --(R 6 O) x --(R 5 O) y --R 4 NH 2 and [H 2 NR 4 O--(R 5 O) w ] z --R 7 , wherein: R 4 is an alkyl group having 2 to 4 carbon atoms; R 5 is an alkyl group having 2 or 3 carbon atoms; R 6 is an alkyl group having 2 or 3 carbon atoms; R 7 is the residue of a polyol; the values of w, x, and y are selected such that the organoborane polyamine complex is a liquid at room temperature; z is 3 or 4; and the value of v is selected such that the ratio of nitrogen atoms to boron atoms in the complex is about 1:1 to 2:1.
Claim 17
Independent Claim
38 words
A system capable of initiating the polymerization of an acrylic monomer, the system comprising: a) a complex comprising organoborane and polyoxyalkylenepolyamine; and b) an effective amount of a compound that is reactive with amine for liberating the organoborane.
Claim 18
Independent Claim
38 words
A system capable of initiating the polymerization of an acrylic monomer, the system comprising: a) a complex comprising organoborane and polyoxyalkylenepolyamine; and b) an effective amount of a compound that is reactive with amine for liberating the organoborane.
Claim 19
Dependent Claim
170 words
A system according to claim 14 wherein the complex has the structure ##STR16## wherein: R 1 is an alkyl group having 1 to 10 carbon atoms; R 2 and R 3 are independently selected from alkyl groups having 1 to 10 carbon atoms and phenylcontaining groups; Am is polyoxyalkylenepolyamine and has a structure selected from the group consisting of H 2 NR 4 O--(R 5 O) w --(R 6 O) x --R 5 O) y --R 4 NH 2 and [H 2 NR 4 O--(R 5 O) w ] z --R 7 , wherein: R 4 , R 5 , and R 6 are alkylene groups having 1 to 10 carbon atoms and which may be the same or which may be different; R 7 is the residue of a polyol; w is ≧ 1; x is ≧ 0; y is ≧ 0; z is ≧ 2; and the value of v is selected so as to provide an effective ratio of nitrogen atoms to boron atoms in the complex.
Claim 20
Dependent Claim
123 words
A system according to claim 15 wherein: R 1 , R 2 and R 3 are alkyl groups having 1 to 5 carbon atoms and are the same; R 4 is an alkyl group having 2 to 4 carbon atoms; R 5 is an alkyl group having 2 or 3 carbon atoms; R 6 is an alkyl group having 2 or 3 carbon atoms; R 7 is the residue of a polyol; the values of w, x, and y are selected such that the organoborane polyamine complex is a liquid at room temperature; z is 3 or 4; and the value of v is selected such that the ratio of boron atoms to nitrogen atoms in the complex is about 1:1 to 2:1.
Claim 21
Dependent Claim
29 words
A system according to claim 14 wherein the compound that is reactive with amine is selected from the group consisting of isocyanate, acid, acid chloride, sulfonyl chloride, and aldehyde.
Claim 22
Dependent Claim
20 words
A system according to claim 16 wherein the compound that is reactive with amine is acrylic acid or methyacrylic acid.
References Cited (Backward Citations)
US2985633A
Cited
US3340193A
Cited
US3275611A
Cited
US3141862A
Cited
GB904403A
Cited
US3451952A
Cited
GB988632A
Cited
GB1113722A
Cited
GB1132261A
Cited
US3425988A
Cited
US3476727A
Cited
US3418260A
Cited
US3527737A
Cited
JPS4616888Y1
Cited
JPS4818928B1
Cited
US3829973A
Cited
JPS53102394A
Cited
US4167616A
Cited
US4639498A
Cited
US4638092A
Cited
US4515724A
Cited
US4676858A
Cited
US4921921A
Cited
US4985516A
Cited
JPS62288675A
Cited
US4920188A
Cited
US4775734A
Cited
JPH03177470A
Cited
JPH03264509A
Cited
US5106928A
Cited
US5143884A
Cited
CA2061021A1
Cited
JPH05235089A
Cited
US5286821A
Cited
US5376746A
Cited
US5401805A
Cited
US5310835A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2000-04-14 | 2000-10-14 | 2001-04-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2004-04-14 | 2004-10-14 | 2005-04-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2008-04-14 | 2008-10-14 | 2009-04-15 | $7700.00 | Window Closed / Lapsed |