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US5346939A Expired / Lapsed US ⏱️ 0.0 years remaining

Water curable resin compositions

Assignee: 3M Co
•
Filing: 1993-01-25
•
Granted: 1994-09-13
•
Expires: 2013-01-25
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Abstract

Abstract The present invention provides a water-curable resin composition for use in the preparation of composite materials. The resin composition is composed of a water-reactive liquid organometallic compound having a viscosity of no greater than about 500,000 centipoise under ambient conditions; and a nonreactive organic thermoplastic polymer, having a number average molecular weight of at least about 1,000, mixed with the water-reactive liquid organometallic compound. Preferably, the water-reactive liquid organometallic compound is a compound of the formula (R 1 O) x MR 2 .sub.(y-x) wherein: each R 1 is independently a substituted or unsubstituted C 1 -C 100 hydrocarbon group, optionally interrupted in the backbone by 1--10 nonperoxide--O--, --S--, --C(O)--, or --N-- groups; each R 2 is independently selected from the group consisting of hydrogen and a substituted or unsubstituted C 1 -C 100 hydrocarbon group, optionally interrupted in the backbone by 1--10 nonperoxide--O--, --S--, --C(O)--, or --N-- groups; x is an integer between 1 and y, inclusive; y is the valence of M; and M is boron, aluminum, silicon, or titanium.

Inventors

  • 👤 Dean M. Moren
  • 👤 Dean A. Ersfeld

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 08:46
CPC Classifications
C; C08; C08L; C08L101/00; C08L101/02; C08L101/10; C08K; C08K5/00; C08K5/0091; C09; C09D; C09D5/00; C09D5/34

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 86 words
A water-curable polymer solution comprising: (a) about 30-99 wt-% of a water-reactive liquid organometallic compound having at least three hydrolyzable groups per molecule; and (b) about 1-70 wt-% of a nonreactive organic thermoplastic polymer, having a number average molecular weight of at least about 1,000, dissolved within the water-reactive liquid organometallic compound; wherein the polymer solution is stable at a temperature of about 0°-100° C. and is capable of curing upon exposure to water to form a composite material at a temperature of about 10°-100° C.
Claim 2
Dependent Claim 86 words
A water-curable polymer solution comprising: (a) about 30-99 wt-% of a water-reactive liquid organometallic compound having at least three hydrolyzable groups per molecule; and (b) about 1-70 wt-% of a nonreactive organic thermoplastic polymer, having a number average molecular weight of at least about 1,000, dissolved within the water-reactive liquid organometallic compound; wherein the polymer solution is stable at a temperature of about 0°-100° C. and is capable of curing upon exposure to water to form a composite material at a temperature of about 10°-100° C.
Claim 3
Dependent Claim 22 words
The water-curable polymer solution of claim 1 wherein the polymer solution is capable of curing at a temperature of about 10°-80° C.
Claim 4
Dependent Claim 22 words
The water-curable polymer solution of claim 1 wherein the polymer solution is capable of curing at a temperature of about 20°-30° C.
Claim 5
Dependent Claim 16 words
The water-curable polymer solution of claim 1 wherein the polymer solution contains substantially no organic solvent.
Claim 6
Dependent Claim 28 words
The water-curable polymer solution of claim 1 wherein the hydrolyzable groups are selected from the group consisting of halogen, alkoxy, alkenoxy, carboxy, amino, amide, dialkylaminooxy, ketoxime, and aldoxime.
Claim 7
Dependent Claim 18 words
The water-curable polymer solution of claim 1 wherein the nonreactive organic thermoplastic polymer is an alkoxy silane-functional polymer.
Claim 8
Dependent Claim 18 words
The water-curable polymer solution of claim 1 wherein the nonreactive organic thermoplastic polymer is a nonethercontaining condensation polymer.
Claim 9
Dependent Claim 22 words
The water-curable polymer solution of claim 7 wherein the condensation polymer is coupled to a hydrolyzable silane group through a urethane bond.
Claim 10
Dependent Claim 17 words
The water-curable polymer solution of claim 1 wherein the nonreactive organic thermoplastic polymer is an addition polymer.
Claim 11
Dependent Claim 23 words
The water-curable polymer solution of claim 9 wherein the addition polymer is a copolymer prepared from a (meth)acryloyloxyalkyl or vinyl functional hydrolyzable silane.
Claim 12
Dependent Claim 23 words
The water-curable polymer solution of claim 1 wherein the water-reactive liquid organometallic compound has a viscosity of no greater than about 1,000 centipoise.
Claim 13
Dependent Claim 21 words
The water-curable polymer solution of claim 1 further comprising a second water-reactive liquid organometallic compound having at least three hydrolyzable groups.
Claim 14
Dependent Claim 16 words
The water-curable polymer solution of claim 1 further comprising a second dissimilar nonreactive organic thermoplastic polymer.
Claim 15
Dependent Claim 16 words
The water-curable polymer solution of claim 1 wherein the nonreactive organic thermoplastic polymer is a copolymer.
Claim 16
Dependent Claim 18 words
The water-curable polymer solution of claim 1 wherein the polymer solution has a viscosity of about 100-500,000 centipoise.
Claim 17
Dependent Claim 15 words
The water-curable polymer solution of claim 1 further comprising an effective amount of a catalyst.
Claim 18
Dependent Claim 33 words
The water-curable polymer solution of claim 16 wherein the acid catalyst is selected from the group consisting of an alkane sulfonic acid, a perfluorocarboxylic acid, a bis(perfluoroalkylsulfonyl)methane, a dialkyl phosphate, and mixtures thereof.
Claim 19
Dependent Claim 25 words
The water-curable polymer solution of claim 1 wherein the polymer solution is capable of curing upon exposure to water without the generation of substantial heat.
Claim 20
Dependent Claim 190 words
A water-curable polymer solution comprising: (a) about 40-60 wt-% of a water-reactive liquid organometallic compound having the formula (R 1 O) x MR 2 .sub.(y-x) wherein: (i) each R 1 is independently a substituted or unsubstituted C 1 -C 100 hydrocarbon group, optionally interrupted in the backbone by 1--10 nonperoxide --0--, --S--, --C(O)--, or --N-- groups; (ii) each R 2 is independently selected from the group consisting of hydrogen and a substituted or unsubstituted C 1 -C 100 hydrocarbon group, optionally interrupted in the backbone by 1--10 nonperoxide --0--, --S--, --C(O)--, or --N-- groups; (iii) x is an integer between 1 and y, inclusive; (iv) y is the valence of M; (v) M is selected from the group consisting of boron, aluminum, silicon, and titanium; and (b) about 40-60 wt-% of a nonreactive organic thermoplastic nonether-containing condensation polymer, having a number average molecular weight of at least about 1,000, dissolved within the water-reactive liquid organometallic compound; wherein the polymer solution is stable at a temperature of about 0°-100° C. and is capable of curing upon exposure to water to form a composite material at a temperature of about 10°-100° C.
Claim 21
Dependent Claim 190 words
A water-curable polymer solution comprising: (a) about 40-60 wt-% of a water-reactive liquid organometallic compound having the formula (R 1 O) x MR 2 .sub.(y-x) wherein: (i) each R 1 is independently a substituted or unsubstituted C 1 -C 100 hydrocarbon group, optionally interrupted in the backbone by 1--10 nonperoxide --0--, --S--, --C(O)--, or --N-- groups; (ii) each R 2 is independently selected from the group consisting of hydrogen and a substituted or unsubstituted C 1 -C 100 hydrocarbon group, optionally interrupted in the backbone by 1--10 nonperoxide --0--, --S--, --C(O)--, or --N-- groups; (iii) x is an integer between 1 and y, inclusive; (iv) y is the valence of M; (v) M is selected from the group consisting of boron, aluminum, silicon, and titanium; and (b) about 40-60 wt-% of a nonreactive organic thermoplastic nonether-containing condensation polymer, having a number average molecular weight of at least about 1,000, dissolved within the water-reactive liquid organometallic compound; wherein the polymer solution is stable at a temperature of about 0°-100° C. and is capable of curing upon exposure to water to form a composite material at a temperature of about 10°-100° C.
Claim 22
Dependent Claim 18 words
The water-curable polymer solution of claim 19 comprising greater than about 50 wt-% of the liquid organometallic compound.
Claim 23
Dependent Claim 46 words
The water-curable polymer solution of claim 19 wherein R 1 is selected from the group consisting of C 1 -C 8 alkyl, a C 5 -C 8 cycloalkyl, a C 6 -C 10 aryl, C 1 -C 8 acyl, and a C 3 -C 6 ketoxime.
Claim 24
Dependent Claim 23 words
The water-curable polymer solution of claim 21 wherein R 2 is selected from the group consisting of hydrogen, methyl, ethyl, phenyl, and vinyl.
Claim 25
Dependent Claim 15 words
The water-curable polymer solution of claim 19 further comprising an effective amount of a catalyst.
Claim 26
Dependent Claim 12 words
The water-curable polymer solution of claim 19 further comprising a toughening agent.
Claim 27
Dependent Claim 79 words
A water-curable resin composition comprising: (a) a water-reactive liquid organometallic compound having at least one hydrolyzable group per molecule; and (b) a nonreactive organic thermoplastic addition polymer, having a number average molecular weight of at least about 1,000, mixed with the water-reactive liquid organometallic compound; wherein the resin composition is stable at a temperature of about 0°-100° C. and is capable of curing upon exposure to water to form a composite material at a temperature of about 10°-100° C.
Claim 28
Dependent Claim 79 words
A water-curable resin composition comprising: (a) a water-reactive liquid organometallic compound having at least one hydrolyzable group per molecule; and (b) a nonreactive organic thermoplastic addition polymer, having a number average molecular weight of at least about 1,000, mixed with the water-reactive liquid organometallic compound; wherein the resin composition is stable at a temperature of about 0°-100° C. and is capable of curing upon exposure to water to form a composite material at a temperature of about 10°-100° C.

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Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1997-09-12 1998-03-14 1998-09-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2001-09-12 2002-03-14 2002-09-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2005-09-12 2006-03-14 2006-09-13 $7700.00 Window Closed / Lapsed

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