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US4337184A Expired / Lapsed US ⏱️ 0.0 years remaining

Urethane rheology modifiers substantially free of terminal hydrophobic groups and compositions containing same

Assignee: PPG Industries Inc
•
Filing: 1980-12-29
•
Granted: 1982-06-29
•
Expires: 2000-12-29
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Abstract

Abstract Rheology modifiers useful in water-based and organic solvent-based compositions are derived from the reaction of polyalkylene oxide, polyfunctional material, diisocyanate and little or no water. The modifiers are characterized by having a branched structure and containing substantially no terminal hydrophobic groups.

Inventors

  • 👤 Karl F. Schimmel
  • 👤 Jerome A. Seiner
  • 👤 Rostyslaw Dowbenko
  • 👤 Roger M. Christenson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 12:23
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/65; C08G18/66; C08G18/6666; C08G18/667; C08G18/6674; C08G18/6677; C08G18/30; C08G18/302; C08G18/70; C08G18/72; C08G18/721; C09; C09D; C09D7/00; C09D7/40; C09D7/43; C08L; C08L75/00; C08L75/04

Claims Analysis

Total Claims: 43
Claim 1
Independent Claim 129 words
A urethane rheology modifier characterized in having a branched structure, substantially no terminal hydrophobic groups and capable of modifying the rheology properties of water-based and organic solvent-based compositions, 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 mole to about 3 moles of a polyfunctional material, said material having at least 3 active hydrogens capable of reacting with isocyanate or being a polyisocyanate having at least three isocyanate groups; (c) from about 4 moles to about 15 moles of a diisocyanate; (d) less than about 3 moles water; and (e) an amount of additional diisocyanate to compensate for any water which is present and capable of consuming isocyanate functionality.
Claim 2
Dependent Claim 129 words
A urethane rheology modifier characterized in having a branched structure, substantially no terminal hydrophobic groups and capable of modifying the rheology properties of water-based and organic solvent-based compositions, 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 mole to about 3 moles of a polyfunctional material, said material having at least 3 active hydrogens capable of reacting with isocyanate or being a polyisocyanate having at least three isocyanate groups; (c) from about 4 moles to about 15 moles of a diisocyanate; (d) less than about 3 moles water; and (e) an amount of additional diisocyanate to compensate for any water which is present and capable of consuming isocyanate functionality.
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 claim 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 polyethylne oxide has a molecular weight of from about 4000 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 70 words
The rheology modifier of claim 1 wherein the rheology modifier is derived from the reaction of (a) for each 8 moles of the polyalkylene oxide; (b) from about 1 mole to about 3 moles of the polyfunctional material; (c) from about 6 moles to about 12 moles of the diisocyanate; (d) less than about 2.8 moles water; and (e) an amount of additional diisocyanate to compensate for any water present.
Claim 12
Dependent Claim 17 words
The rheology modifier of claim 10 wherein polyethylene oxide, trimethylolpropane, bis para-isocyanato cyclohexylmethane and water are reacted.
Claim 13
Dependent Claim 159 words
A process for making a urethane rheology modifier characterized in having a branched structure, substantially no terminal hydrophobic groups and capable of modifying the rheology properties of water-based and organic solvent-based compositions, comprising (1) blending 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 mole to about 3 moles of a polyfunctional material, said material having at least 3 active hydrogens capable of reacting with isocyanate or being a polyisocyanate having at least 3 isocyanate groups, (c) from about 4 moles to about 15 moles of a diisocyanate, (d) less than about 3 moles water, and (e) an amount of additional diisocyanate to compensate for any water which is present and capable of consuming isocyanate functionality; and (2) reacting the mixture of step (1) until substantially no free isocyanate groups are present, so as to form the rheology modifier.
Claim 14
Dependent Claim 159 words
A process for making a urethane rheology modifier characterized in having a branched structure, substantially no terminal hydrophobic groups and capable of modifying the rheology properties of water-based and organic solvent-based compositions, comprising (1) blending 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 mole to about 3 moles of a polyfunctional material, said material having at least 3 active hydrogens capable of reacting with isocyanate or being a polyisocyanate having at least 3 isocyanate groups, (c) from about 4 moles to about 15 moles of a diisocyanate, (d) less than about 3 moles water, and (e) an amount of additional diisocyanate to compensate for any water which is present and capable of consuming isocyanate functionality; and (2) reacting the mixture of step (1) until substantially no free isocyanate groups are present, so as to form the rheology modifier.
Claim 15
Dependent Claim 16 words
The process of claim 12 wherein the organic solvent is compatible with a water-based coating composition.
Claim 16
Dependent Claim 17 words
The process of claim 12 wherein the organic solvent is compatible with an organic solvent-based coating composition.
Claim 17
Dependent Claim 37 words
The process of claim 13 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 18
Dependent Claim 11 words
The process of claim 15 wherein the organic solvent is 1-methyl-2-pyrrolidinone.
Claim 19
Dependent Claim 19 words
The process of claim 13 wherein a polyhydric material is added after substantially no free isocyanate groups are present.
Claim 20
Dependent Claim 24 words
The process of claim 17 wherein the polyhydric material is selected from the group consisting of ethylene glycol, propylene glycol, glycerine, and mixtures thereof.
Claim 21
Dependent Claim 12 words
The process of claim 18 wherein the polyhydric material is propylene glycol.
Claim 22
Dependent Claim 28 words
The process of claim 17 wherein the temperature of the mixture is maintained at from about 100° C. to about 130° C. while the polyhydric material is added.
Claim 23
Dependent Claim 25 words
The process of claim 12 wherein the mixture of step (1) is reacted at a temperature ranging from about 100° C. to about 130° C.
Claim 24
Dependent Claim 25 words
The process of claim 12 wherein the polyfunctional material is selected from the group consisting of polyols, amines, amine alcohols, thiols, polyisocyanates and mixtures thereof.
Claim 25
Dependent Claim 12 words
The process of claim 22 wherein the polyfunctional material is the polyisocyanate.
Claim 26
Dependent Claim 13 words
The process of claim 22 wherein the polyfunctional material is a trifunctional alcohol.
Claim 27
Dependent Claim 24 words
The process of claim 24 wherein the polyalkylene oxide is a polyethylene oxide having a molecular weight of from about 4,000 to about 12,000.
Claim 28
Dependent Claim 25 words
The process of claim 25 wherein the diisocyanate is selected from the group consisting of toluene diisocyanate, isophorone diisocyanate, bis para-isocyanato cyclohexylmethane and mixtures thereof.
Claim 29
Dependent Claim 66 words
The process of claim 26 wherein the mixture of step (1) comprises (a) for each 8 moles of the polyalkylene oxide, (b) from about 1 mole to about 3 moles of the polyfunctional material, (c) from about 6 moles to about 12 moles of the diisocyanate; (d) less than about 2.8 moles water; and (e) an amount of additional diisocyanate to compensate for any water present.
Claim 30
Dependent Claim 16 words
The process of claim 27 wherein polyethylene oxide, trimethylolpropane, bis para-isocyanato cyclohexylmethane and water are reacted.
Claim 31
Dependent Claim 143 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, substantially no terminal hydrophobic groups and 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 mole to about 3 moles of a polyfunctional material, said material having at least 3 active hydrogens capable of reacting with isocyanates or being a polyisocyanate having at least 3 isocyanate groups; (c) from about 4 moles to about 15 moles of a diisocyanate; (d) less than about 3 moles water; and (e) an amount of diisocyanate to compensate for any water which is present and capable of consuming isocyanate functionality.
Claim 32
Dependent Claim 143 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, substantially no terminal hydrophobic groups and 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 mole to about 3 moles of a polyfunctional material, said material having at least 3 active hydrogens capable of reacting with isocyanates or being a polyisocyanate having at least 3 isocyanate groups; (c) from about 4 moles to about 15 moles of a diisocyanate; (d) less than about 3 moles water; and (e) an amount of diisocyanate to compensate for any water which is present and capable of consuming isocyanate functionality.
Claim 33
Dependent Claim 25 words
The composition of claim 29 wherein the polyfunctional material is selected from the group consisting of polyols, amines, amine alcohols, thiols, polyisocyanates, and mixtures thereof.
Claim 34
Dependent Claim 12 words
The composition of claim 30 wherein the polyfunctional material is the polyisocyanate.
Claim 35
Dependent Claim 12 words
The composition of claim 30 wherein the polyfunctional material is the polyol.
Claim 36
Dependent Claim 12 words
The composition of claim 32 wherein the polyol is a trifunctional alcohol.
Claim 37
Dependent Claim 11 words
The composition of claim 33 wherein the trifunctional alcohol is trimethylolpropane.
Claim 38
Dependent Claim 25 words
The composition of claim 31 or 32 wherein the polyalkylene oxide is polyethylene oxide having a molecular weight of from about 4000 to about 12,000.
Claim 39
Dependent Claim 25 words
The composition of claim 35 wherein the diisocyanate is selected from the group consisting of toluene diisocyanate, isophorone diisocyanate, bis para-isocyanato cyclohexylmethane and mixtures thereof.
Claim 40
Dependent Claim 64 words
The composition of claim 29 wherein the rheology modifier is derived from (a) for each 8 moles of the polyalkylene oxide; (b) about 1 mole to about 3 moles of the polyfunctional material; (c) about 6 moles to about 12 moles of the diisocyanate; (d) less than about 2.8 moles water; and (e) an amount of additional diisocyanate to compensate for any water present.
Claim 41
Dependent Claim 27 words
The composition of claim 29 wherein the film-forming resin is an epoxy, vinyl, alkyd, polyester, acrylic, aminoplast, phenolplast, cellulose derivative, amide or urethane resin or mixture thereof.
Claim 42
Dependent Claim 13 words
The composition of claim 29 wherein the film-forming resin is a latex resin.
Claim 43
Dependent Claim 20 words
The composition of claim 39 wherein the composition contains from about 5% to about 70% of the polymeric film-forming resin.

References Cited (Backward Citations)

US2929800A Cited
US3326821A Cited
US3428609A Cited
US3483163A Cited
US3857800A Cited
US4118354A Cited
US3939123A Cited
US4061618A Cited
US4155892A Cited
US4134610A Cited
US4180491A Cited
US4131604A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-06-28 1985-12-28 1986-06-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-06-28 1989-12-28 1990-06-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-06-28 1993-12-28 1994-06-29 $7700.00 Window Closed / Lapsed

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