US4327008A
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US
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Urethane rheology modifiers and coating compositions containing same
Assignee: PPG Industries Inc
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Filing: 1980-12-29
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Granted: 1982-04-27
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Expires: 2000-12-29
Abstract
Abstract Rheology modifiers useful in water-based and organic solvent-based compositions are derived from the reaction of polyalkylene oxide, polyfunctional material, diisocyanate, water and a monofunctional active hydrogen-containing compound or monoisocyanate. The modifiers are characterized by having a branched structure, urea linkages and terminal hydrophobic groups.
Inventors
- 👤 Karl F. Schimmel
- 👤 Jerome A. Seiner
- 👤 Roger M. Christenson
- 👤 Rostyslaw Dowbenko
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 01:52
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/65; C08G18/66; C08G18/6666; C08G18/2805; C08G18/30; C08G18/302; C08G18/667; C08G18/6674; C08G18/6677; C08G18/70; C08G18/71; C08G18/72; C08G18/721; C09; C09D; C09D7/00; C09D7/40; C09D7/43; C08L; C08L75/00; C08L75/04
Claims Analysis
Total Claims: 47
Claim 1
Independent Claim
117 words
A urethane rheology modifier characterized in having a branched structure and terminal hydrophobic groups, derived from the reaction of: (a) for each 8 moles of a polyalkylene oxide having a molecular weight of from about 2,000 to about 20,000; (b) from about 0.1 moles to about 3 moles of a polyfunctional material, said material being a compound having at least 3 active hydrogens capable of reacting with isocyanate or a polyisocyanate having at least 3 isocyanate groups; (c) from about 7 moles to about 30 moles of a diisocyanate; (d) from about 3 moles to about 14 moles water; and (e) sufficient monofunctional active hydrogen-containing compound or monoisocyanate to end-cap substantially all free isocyanate or hydroxy groups.
Claim 2
Dependent Claim
117 words
A urethane rheology modifier characterized in having a branched structure and terminal hydrophobic groups, derived from the reaction of: (a) for each 8 moles of a polyalkylene oxide having a molecular weight of from about 2,000 to about 20,000; (b) from about 0.1 moles to about 3 moles of a polyfunctional material, said material being a compound having at least 3 active hydrogens capable of reacting with isocyanate or a polyisocyanate having at least 3 isocyanate groups; (c) from about 7 moles to about 30 moles of a diisocyanate; (d) from about 3 moles to about 14 moles water; and (e) sufficient monofunctional active hydrogen-containing compound or monoisocyanate to end-cap substantially all free isocyanate or hydroxy groups.
Claim 3
Dependent Claim
26 words
The rheology modifier of claim 1 wherein the polyfunctional material is selected from the group consisting of polyols, amines, amine alcohols, thiols, polyisocyanates, and mixtures thereof.
Claim 4
Dependent Claim
13 words
The rheology modifier of claim 2 wherein the polyfunctional material is the polyisocyanate.
Claim 5
Dependent Claim
13 words
The rheology modifier of claim 2 wherein the polyfunctional material is the polyol.
Claim 6
Dependent Claim
13 words
The rheology modifier of claim 4 wherein the polyol is a trifunctional alcohol.
Claim 7
Dependent Claim
12 words
The rheology modifier of claim 5 wherein the trifunctional alcohol is trimethylolpropane.
Claim 8
Dependent Claim
16 words
The rheology modifier of claims 1 or 6 wherein the polyalkylene oxide is a polyethylene oxide.
Claim 9
Dependent Claim
21 words
The rheology modifier of claim 7 wherein the polyethylene oxide has a molecular weight of from about 4,000 to about 12,000.
Claim 10
Dependent Claim
26 words
The rheology modifier of claim 8 wherein the diisocyanate is selected from the group consisting of toluene diisocyanate, isophorone diisocyanate, bis para-isocyanato cyclohexylmethane and mixtures thereof.
Claim 11
Dependent Claim
48 words
The rheology modifier of claim 1 wherein the rheology modifier is derived from the reaction of from about 1 mole to about 3 moles of the polyfunctional material and from about 15 moles to about 30 moles of the diisocyanate for each 8 moles of the polyalkylene oxide.
Claim 12
Dependent Claim
18 words
The rheology modifier of claim 10 wherein from about 6 moles to about 12 moles water are used.
Claim 13
Dependent Claim
17 words
The rheology modifier of claim 11 wherein polyethylene oxide, trimethylolpropane, bis para-isocyanato cyclohexylmethane and water are reacted.
Claim 14
Dependent Claim
17 words
The rheology modifier of claim 12 wherein an aliphatic alcohol is used to end-cap free isocyanate groups.
Claim 15
Dependent Claim
143 words
A process for making a urethane rheology modifier characterized in having a branched structure and terminal hydrophobic groups, comprising the steps of: (1) reacting in an inert organic solvent (a) for each 8 moles of a polyalkylene oxide having a molecular weight of from about 2,000 to about 20,000; (b) from about 0.1 moles to about 3 moles of a polyfunctional material, said material being a compound having at least 3 active hydrogens capable of reacting with isocyanate or is a polyisocyanate having at least 3 isocyanate groups; (c) from about 7 moles to about 30 moles of a diisocyanate; and (d) from about 3 moles to about 14 moles water; and (2) end-capping the reaction product of step (1) with sufficient amount of a monofunctional active hydrogen-containing compound or a monoisocyanate so as to cap substantially all free isocyanate or hydroxyl groups.
Claim 16
Dependent Claim
143 words
A process for making a urethane rheology modifier characterized in having a branched structure and terminal hydrophobic groups, comprising the steps of: (1) reacting in an inert organic solvent (a) for each 8 moles of a polyalkylene oxide having a molecular weight of from about 2,000 to about 20,000; (b) from about 0.1 moles to about 3 moles of a polyfunctional material, said material being a compound having at least 3 active hydrogens capable of reacting with isocyanate or is a polyisocyanate having at least 3 isocyanate groups; (c) from about 7 moles to about 30 moles of a diisocyanate; and (d) from about 3 moles to about 14 moles water; and (2) end-capping the reaction product of step (1) with sufficient amount of a monofunctional active hydrogen-containing compound or a monoisocyanate so as to cap substantially all free isocyanate or hydroxyl groups.
Claim 17
Dependent Claim
16 words
The process of claim 14 wherein the organic solvent is compatible with a water-based coating composition.
Claim 18
Dependent Claim
17 words
The process of claim 14 wherein the organic solvent is compatible with an organic solvent-based coating composition.
Claim 19
Dependent Claim
37 words
The process of claim 15 wherein the organic solvent is selected from the group consisting of 1-methyl-2-pyrrolidinone, dimethylformamide, dimethyl acetamide, gamma butyrolactone, dioxane, acetonitrile, dimethyl and diethyl ethers of ethylene glycol and diethylene glycol, and mixtures thereof.
Claim 20
Dependent Claim
11 words
The process of claim 17 wherein the organic solvent is 1-methyl-2-pyrrolidinone.
Claim 21
Dependent Claim
22 words
The process of claim 15 wherein a polyhydric material is added after the addition of the monofunctional active hydrogen-containing compound or monoisocyanate.
Claim 22
Dependent Claim
24 words
The process of claim 19 wherein the polyhydric material is selected from the group consisting of ethylene glycol, propylene glycol, glycerine, and mixtures thereof.
Claim 23
Dependent Claim
12 words
The process of claim 20 wherein the polyhydric material is propylene glycol.
Claim 24
Dependent Claim
28 words
The process of claim 19 wherein the temperature of the mixture is maintained at from about 100° C. to about 130° C. while the polyhydric material is added.
Claim 25
Dependent Claim
25 words
The process of claim 14 wherein the mixture of step (1) is reacted at a temperature ranging from about 100° C. to about 130° C.
Claim 26
Dependent Claim
25 words
The process of claim 14 wherein the polyfunctional material is selected from the group consisting of polyols, amines, amine alcohols, thiols, polyisocyanates and mixtures thereof.
Claim 27
Dependent Claim
12 words
The process of claim 24 wherein the polyfunctional material is the polyisocyanate.
Claim 28
Dependent Claim
13 words
The process of claim 24 wherein the polyfunctional material is a trifunctional alcohol.
Claim 29
Dependent Claim
24 words
The process of claim 26 wherein the polyalkylene oxide is a polyethylene oxide having a molecular weight of from about 4,000 to about 12,000.
Claim 30
Dependent Claim
25 words
The process of claim 27 wherein the diisocyanate is selected from the group consisting of toluene diisocyanate, isophorone diisocyanate, bis para-isocyanato cyclohexylmethane and mixtures thereof.
Claim 31
Dependent Claim
44 words
The process of claim 28 wherein the mixture of step (1) comprises from about 1 mole to about 3 moles of the polyfunctional material and from about 15 moles to about 30 moles of the diisocyanate for each 8 moles of the polyalkylene oxide.
Claim 32
Dependent Claim
17 words
The process of claim 29 wherein from about 6 moles to about 12 moles water is used.
Claim 33
Dependent Claim
16 words
The process of claim 30 wherein polyethylene oxide, trimethylolpropane, bis para-isocyanato cyclohexylmethane and water are reacted.
Claim 34
Dependent Claim
142 words
A coating composition consisting essentially of a film-forming polymeric resin and about 0.1% to about 10%, based on the film-forming polymeric resin solids, of a rheology modifier, said modifier characterized in having a branched structure, terminal hydrophobic groups and derived from the reaction of: (a) for each 8 moles of a polyalkylene oxide having a molecular weight of from 2,000 to about 20,000; (b) from about 0.1 moles to about 3 moles of a polyfunctional material, said material being a compound having at least 3 active hydrogens capable of reacting with isocyanates or is a polyisocyanate having at least 3 isocyanate groups; (c) from about 7 moles to about 30 moles of a diisocyanate; (d) from about 3 moles to about 14 moles water; and (e) sufficient monofunctional active hydrogen-containing compound or monoisocyanate to end-cap substantially all free isocyanate or hydrogen groups.
Claim 35
Dependent Claim
142 words
A coating composition consisting essentially of a film-forming polymeric resin and about 0.1% to about 10%, based on the film-forming polymeric resin solids, of a rheology modifier, said modifier characterized in having a branched structure, terminal hydrophobic groups and derived from the reaction of: (a) for each 8 moles of a polyalkylene oxide having a molecular weight of from 2,000 to about 20,000; (b) from about 0.1 moles to about 3 moles of a polyfunctional material, said material being a compound having at least 3 active hydrogens capable of reacting with isocyanates or is a polyisocyanate having at least 3 isocyanate groups; (c) from about 7 moles to about 30 moles of a diisocyanate; (d) from about 3 moles to about 14 moles water; and (e) sufficient monofunctional active hydrogen-containing compound or monoisocyanate to end-cap substantially all free isocyanate or hydrogen groups.
Claim 36
Dependent Claim
25 words
The composition of claim 32 wherein the polyfunctional material is selected from the group consisting of polyols, amines, amine alcohols, thiols, polyisocyanates, and mixtures thereof.
Claim 37
Dependent Claim
12 words
The composition of claim 33 wherein the polyfunctional material is the polyisocyanate.
Claim 38
Dependent Claim
12 words
The composition of claim 33 wherein the polyfunctional material is the polyol.
Claim 39
Dependent Claim
12 words
The composition of claim 35 wherein the polyol is a trifunctional alcohol.
Claim 40
Dependent Claim
11 words
The composition of claim 36 wherein the trifunctional alcohol is trimethylolpropane.
Claim 41
Dependent Claim
25 words
The composition of claims 34 or 35 wherein the polyalkylene oxide is polyethylene oxide having a molecular weight of from about 4,000 to about 12,000.
Claim 42
Dependent Claim
25 words
The composition of claim 38 wherein the diisocyanate is selected from the group consisting of toluene diisocyanate, isophorone diisocyanate, bis para-isocyanato cyclohexylmethane and mixtures thereof.
Claim 43
Dependent Claim
43 words
The composition of claim 32 wherein the rheology modifier is derived from about 1 mole to about 3 moles of the polyfunctional material and from about 15 moles to about 30 moles of the diisocyanate for each 8 moles of the polyalkylene oxide.
Claim 44
Dependent Claim
17 words
The composition of claim 40 wherein from about 6 moles to about 12 moles water is used.
Claim 45
Dependent Claim
27 words
The composition of claim 32 wherein the film-forming resin is an epoxy, vinyl, alkyd, polyester, acrylic, aminoplast, phenolplast, cellulose derivative, amide or urethane resin or mixture thereof.
Claim 46
Dependent Claim
13 words
The composition of claim 32 wherein the film-forming resin is a latex resin.
Claim 47
Dependent Claim
20 words
The composition of claim 43 wherein the composition contains from about 5% to about 70% of the polymeric film-forming resin.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-04-26 | 1985-10-26 | 1986-04-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-04-26 | 1989-10-26 | 1990-04-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-04-26 | 1993-10-26 | 1994-04-27 | $7700.00 | Window Closed / Lapsed |