US4871806A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Reactive coatings comprising an acid-functional compound, an anhydride-functional compound, an epoxy-functional compound and a hydroxy-functional compound
Assignee: SHERWIN-WILLIAMS COMPANY CLEVELAND OHIO A CORP OF OHIO
•
Filing: 1987-11-16
•
Granted: 1989-10-03
•
Expires: 2007-11-16
Abstract
Abstract Curable compositions which comprise: (i) an acid-functional compound having an average of at least two carboxylic acid groups per molecule; and (ii) an anhydride-functional compound having an average of at least two cyclic carboxylic acid anhdyride groups per molecule; and (iii) an epoxy-functional compound having an average of at least one epoxy group per molecule; and (iv) a hydroxy-functional compound having an average of at least two hydroxyl groups per molecule; wherein at least one of the compounds (i), (ii), (iii) or (iv) comprises a film forming polymer.
Inventors
- 👤 Mohamad D. Shalati
- 👤 James A. Marquart
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 05:38
CPC Classifications
C; C09; C09D; C09D163/00; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/42; C08G59/4284; C09D133/00; C09D133/04; C09D133/06; C09D133/062; C08L; C08L33/00; C08L33/04; C08L33/06; C08L33/062; C08L33/064; C08L33/066; C08L33/068; C08L63/00
Claims Analysis
Total Claims: 39
Claim 1
Independent Claim
141 words
A multicomponent curable composition, which is reactive upon mixing of the components, and which comprises: (i) an acid-functional polymer having an average of at least two carboxylic acid groups per molecule wherein the acid-functional polymer is obtained by the half-ester reaction of a hydroxy-functional polymer and at least one cyclic anhydride having one anhydride group per molecule to form acid groups and ester groups; and (ii) an anhydride-functional compound having an average of at least two cyclic carboxylic acid anhydride groups per molecule; and (iii) an epoxy-functional compound having an average of at least one epoxy group per molecule; and (iv) a hydroxy-functional compound which is different from epoxy-functional compound (iii) and which has an average of at least two hydroxyl groups per molecule; wherein at least one of the compounds (i), (ii), (iii) or (iv) comprises a film forming polymer.
Claim 2
Dependent Claim
141 words
A multicomponent curable composition, which is reactive upon mixing of the components, and which comprises: (i) an acid-functional polymer having an average of at least two carboxylic acid groups per molecule wherein the acid-functional polymer is obtained by the half-ester reaction of a hydroxy-functional polymer and at least one cyclic anhydride having one anhydride group per molecule to form acid groups and ester groups; and (ii) an anhydride-functional compound having an average of at least two cyclic carboxylic acid anhydride groups per molecule; and (iii) an epoxy-functional compound having an average of at least one epoxy group per molecule; and (iv) a hydroxy-functional compound which is different from epoxy-functional compound (iii) and which has an average of at least two hydroxyl groups per molecule; wherein at least one of the compounds (i), (ii), (iii) or (iv) comprises a film forming polymer.
Claim 3
Dependent Claim
23 words
The composition of claim 1 further characterized in that the acid-functional polymer having a number average molecular weight of at least about 400.
Claim 4
Dependent Claim
39 words
The composition of claim 2 further characterized in that the acid-functional polymer is prepared by the reaction of a hydroxy-functional polymer and at least one cyclic anhydride having one anhydride group per molecule to form acid and ester groups.
Claim 5
Dependent Claim
52 words
The composition of claim 3 further characterized in that the hydroxy-functional polymer comprises the addition polymerization reaction product of (a) 10 to about 60 weight percent of a hydroxy-functional ethylenically unsaturated monomer and (b) 40 to about 90 weight percent of at least one ethylenically unsaturated monomer copolymerizable with the hydroxy-functional monomer.
Claim 6
Dependent Claim
15 words
The composition of claim 4 further characterized in that the cyclic anhydride is maleic anhydride.
Claim 7
Dependent Claim
26 words
The composition of claim 1 further characterized in that the anhydride-functional compound is an anhydride-functional polymer having a number average weight of at least about 500.
Claim 8
Dependent Claim
36 words
The composition of claim 6 further characterized in that the anhydride-functional polymer is the addition polymerization reaction product of at least one unsaturated monomer having anhydride functionality and, optionally, at least one other copolymerizable unsaturated monomer.
Claim 9
Dependent Claim
51 words
The composition of claim 7 further characterized in that the anhydride-functional polymer is the additon polymerization reaction product of (a) 5 to 40 weight percent of an ethylenically unsaturated monoanhydride and (b) 60 to 95 weight percent of at least one other ethylenically unsaturated monomer copolymerizable with the ethylenically unsaturated anhydride.
Claim 10
Dependent Claim
14 words
The composition of claim 8 further charaterized in that the monoanhydride is maleic anhydride.
Claim 11
Dependent Claim
23 words
The composition of claim 1 further characterized in that the epoxy-functional compound has an average of at least two epoxy groups per molecule.
Claim 12
Dependent Claim
16 words
The composition of claim 10 further characterized in that the epoxy-functional compound is a cycloaliphatic epoxy.
Claim 13
Dependent Claim
38 words
The composition of claim 11 further characterized in that the epoxy compound is selected from the group consisting of 3,4-epoxy cyclohexylmethyl 3,4-epoxycyclohexane carboxylate; 3,4-epoxy 6-methylcyclohexylmethyl 3,4-epoxy-6-methylcyclohexane carboxylate; bis(3,4-epoxy-6-methylcyclohexylmethyl)adipate; bis (2,3-epoxycyclopentyl) ether; dipentene dioxide; 2-(3,4-epoxycyclohexyl-5, 5-spiro-3,4-epoxy) cyclohexane-metadioxane; and bis(3,4-epoxycyclohexylmethyl)adipate.
Claim 14
Dependent Claim
27 words
The composition of claim 1 further characterized in that the hydroxy-functional compound is a hydroxy-functional polymer having a number average molecular weight of at least about 400.
Claim 15
Dependent Claim
52 words
The composition of claim 13 further characterized in that the hydroxy-functional polymer is an addition polymerization reaction product of (a) 10 to about 60 weight percent of a hydroxy-functional ethylenically unsaturated monomer and (b) 40 to about 90 weight percent of at least one ethylenically unsaturated monomer copolymerizable with the hydroxy-functional monomer.
Claim 16
Dependent Claim
23 words
The composition of claim 1 further characterized in that it also incorporates a catalyst for the reaction of acid groups and epoxy groups.
Claim 17
Dependent Claim
14 words
The composition of claim 15 further characterized in that the catalyst is triphenyl phosphine.
Claim 18
Dependent Claim
22 words
The composition of claim 1 further characterized in that it also incorporates a catalyst for the reaction of anhydride and hydroxyl groups.
Claim 19
Dependent Claim
15 words
The composition of claim 17 further characterized in that the catalyst is a tertiary amine.
Claim 20
Dependent Claim
14 words
The composition of claim 18 further characterized in that the tertiary amine is N-methylimidazole.
Claim 21
Dependent Claim
50 words
The composition of claim 1 further characterized in that compounds (i), (ii), (iii) and (iv) are each present at a level to provide about 0.05 to about 3.0 acid groups and about 0.5 to about 4.0 epoxy groups and about 0.05 to about 6.0 hydroxyl groups for each anhydride group.
Claim 22
Dependent Claim
44 words
The composition of claim 20 further characterized in that compounds (i), (ii), (iii) and (iv) are each present at a level to provide 1.0 to 2.0 acid groups and 1.0 to 3.0 epoxy groups and 1.0 to 4.0 hydroxyl groups for each anhydride group.
Claim 23
Dependent Claim
139 words
A curable composition which comprises: (i) an acid-functional polymer having an average of at least two carboxylic acid groups per molecule and wherein the polymer is obtained by the half-ester reaction of a hydroxy-functional polymer with a cyclic carboxylic acid anhydride; and (ii) an anhydride-functional polymer having an average of at least two cyclic carboxylic acid anhydride groups per molecule and wherein the anhydride-functional polymer is the addition polymerization reaction product of (a) 5 to about 40 weight percent of an ethylenically unsaturated monoanhydride and (b) 60 to about 95 weight percent of at least one other ethylenically unsaturated monomer copolymerizable with the ehtylenically unsaturated anhydride; and (iii) an epoxy-functional compound having an average of at least two cycloaliphatic epoxy groups per molecule; and (iv) a hydroxy-functional polymer having an average of at least two hydroxyl groups per molecule.
Claim 24
Dependent Claim
139 words
A curable composition which comprises: (i) an acid-functional polymer having an average of at least two carboxylic acid groups per molecule and wherein the polymer is obtained by the half-ester reaction of a hydroxy-functional polymer with a cyclic carboxylic acid anhydride; and (ii) an anhydride-functional polymer having an average of at least two cyclic carboxylic acid anhydride groups per molecule and wherein the anhydride-functional polymer is the addition polymerization reaction product of (a) 5 to about 40 weight percent of an ethylenically unsaturated monoanhydride and (b) 60 to about 95 weight percent of at least one other ethylenically unsaturated monomer copolymerizable with the ehtylenically unsaturated anhydride; and (iii) an epoxy-functional compound having an average of at least two cycloaliphatic epoxy groups per molecule; and (iv) a hydroxy-functional polymer having an average of at least two hydroxyl groups per molecule.
Claim 25
Dependent Claim
61 words
The composition of claim 22 further characterized in that the hydroxy-functional polymer which is reacted with the cyclic carboxylic acid anhydride comprises the addition polymerization reaction product of (a) 10 to about 60 weight percent of a hydroxy-functional ethylenically unsaturated monomer and (b) 40 to about 90 weight percent of at least one ethylenically unsaturated monomer copolymerizable with the hydroxy-functional monomer.
Claim 26
Dependent Claim
17 words
The composition of claim 23 further characterized in that the cyclic carboxylic acid anhydride is maleic anhydride.
Claim 27
Dependent Claim
22 words
The composition of claim 22 further characterized in that the anhydride-functional polymer has a number average weight of at least about 500.
Claim 28
Dependent Claim
53 words
The composition of claim 25 further characterized in that the anhydride-functional polymer is the addition polymerization reaction product of (a) 15 to about 25 weight percent of an ethylenically unsaturated monoanhydride and (b) 75 to about 85 weight percent of at least one other ethylenically unsaturated monomer copolymerizable with the ethylenically unsaturated anhydride.
Claim 29
Dependent Claim
14 words
The composition of claim 26 further characterized in that the monoanhydride is maleic anhydride.
Claim 30
Dependent Claim
38 words
The composition of claim 22 further characterized in that the epoxy compound is selected from the group consisting of 3,4-epoxy cyclohexylmethyl 3,4-epoxycyclohexane carboxylate; 3,4-epoxy 6-methylcyclohexylmethyl 3,4-epoxy-6-methylcyclohexane carboxylate; bis(3,4-epoxy-6-methylcyclohexylmethyl)adipate; bis (2,3-epoxycyclopentyl) ether; dipentene dioxide; 2-(3,4-epoxycyclohexyl-5, 5-spiro-3,4-epoxy) cyclohexane-metadioxane; and bis(3,4-epoxycyclohexylmethyl)adipate.
Claim 31
Dependent Claim
23 words
The composition of claim 22 further characterized in that the hydroxy-functional polymer has a number average molecular weight of at least about 400.
Claim 32
Dependent Claim
52 words
The composition of claim 29 further characterized in that the hydroxy-functional polymer is the addition polymerization reaction product of (a) 10 to about 60 weight percent of a hydroxy-functional ethylenically unsaturated monomer and (b) 40 to about 90 weight percent of at least one ethylenically unsaturated monomer copolymerizable with the hydroxy-functional monomer.
Claim 33
Dependent Claim
23 words
The composition of claim 22 further characterized in that it also incorporates a catalyst for the reaction of acid groups and epoxy groups.
Claim 34
Dependent Claim
14 words
The composition of claim 31 further characterized in that the catalyst is triphenyl phosphine.
Claim 35
Dependent Claim
22 words
The composition of claim 22 further characterized in that it also incorporates a catalyst for the reaction of anhydride and hydroxyl groups.
Claim 36
Dependent Claim
15 words
The composition of claim 33 further characterized in that the catalyst is a tertiary amine.
Claim 37
Dependent Claim
14 words
The composition of claim 34 further characterized in that the tertiary amine is N-methylimidazole.
Claim 38
Dependent Claim
50 words
The composition of claim 22 further characterized in that compounds (i), (ii), (iii) and (iv) are each present at a level to provide about 0.05 to about 3.0 acid groups and about 0.5 to about 4.0 epoxy groups and about 0.05 to about 6.0 hydroxyl groups for each anhydride group.
Claim 39
Dependent Claim
44 words
The composition of claim 36 further characterized in that compounds (i), (ii), (iii) and (iv) are each present at a level to provide 1.0 to 2.0 acid groups and 1.0 to 3.0 epoxy groups and 1.0 to 4.0 hydroxyl groups for each anhydride group.
References Cited (Backward Citations)
US2712535A
Cited
US3523143A
Cited
US2890210A
Cited
US2890194A
Cited
US2884408A
Cited
US3242142A
Cited
US3027279A
Cited
US3215756A
Cited
US3218274A
Cited
US3247283A
Cited
GB994907A
Cited
US3247144A
Cited
US3280077A
Cited
US3427255A
Cited
US3624180A
Cited
US3557035A
Cited
US3639345A
Cited
US3954712A
Cited
US3978026A
Cited
US3925507A
Cited
US3897514A
Cited
US4046727A
Cited
US3932367A
Cited
US3979477A
Cited
US4069275A
Cited
US3975314A
Cited
US3953644A
Cited
US4156700A
Cited
US4176143A
Cited
US4086294A
Cited
US4086293A
Cited
US4076674A
Cited
GB1583316A
Cited
US4226755A
Cited
US4471025A
Cited
US4294939A
Cited
US4322325A
Cited
US4327200A
Cited
US4261871A
Cited
US4346144A
Cited
US4452948A
Cited
US4507411A
Cited
US4415697A
Cited
US4391965A
Cited
US4418182A
Cited
US4465815A
Cited
WO1984000770A1
Cited
WO1984000771A1
Cited
US4403091A
Cited
US4403093A
Cited
EP0123793A1
Cited
US4511682A
Cited
EP0134691A2
Cited
US4620994A
Cited
US4535148A
Cited
US4548963A
Cited
US4650718A
Cited
US4681811A
Cited
US4703101A
Cited
US4732791A
Cited
US4732790A
Cited
US4798745A
Cited
US4798746A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-10-02 | 1993-04-03 | 1993-10-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-10-02 | 1997-04-03 | 1997-10-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-10-02 | 2001-04-03 | 2001-10-03 | $7700.00 | Window Closed / Lapsed |