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US4075150A Expired / Lapsed US ⏱️ 0.0 years remaining

Composition for curing polyurethanes

Assignee: Uniroyal Chemical Co Inc
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Filing: 1977-03-30
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Granted: 1978-02-21
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Expires: 1997-03-30
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Abstract

Abstract A composition having beneficial utility for curing polyurethane prepolymers can be made by (1) forming a mixture of (A) an inert organic liquid and (B) particles of a complex of 4,4'-methylenedianiline and a salt, said mixture containing a small amount of free methylenedianiline, (2) adding to said mixture a small amount of an aromatic monocarbodiimide and (3) allowing said carbodiimide to react with the free methylenedianiline.

Inventors

  • 👤 Guenther Kurt Hoeschele

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 20:47
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/089; C08G18/10

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 146 words
A process for preparing a composition which is useful for curing a polyurethane prepolymer comprising 1. forming a mixture of A. a substantially inert organic liquid in an amount equal to about 20-90% based on the combined weight of components A and B, B. particles of a complex of 3 moles of 4,4'-methylenedianiline and 1 mole of a salt selected from the group: sodium chloride, sodium bromide, sodium iodide, lithium chloride, lithium bromide and lithium iodide, said particles being present in an amount equal to about 10-80% based on the weight of the mixture, said particles having an average diameter of less than 60 microns, said mixture having a free methylenedianiline content of about 0.1-5% by weight, 2. adding to said mixture at least 0.2 equivalent of an aromatic mono-carbodiimide per equivalent of the free methylenedianiline, and 3. allowing said carbodiimide to react with said methylenedianiline.
Claim 2
Dependent Claim 146 words
A process for preparing a composition which is useful for curing a polyurethane prepolymer comprising 1. forming a mixture of A. a substantially inert organic liquid in an amount equal to about 20-90% based on the combined weight of components A and B, B. particles of a complex of 3 moles of 4,4'-methylenedianiline and 1 mole of a salt selected from the group: sodium chloride, sodium bromide, sodium iodide, lithium chloride, lithium bromide and lithium iodide, said particles being present in an amount equal to about 10-80% based on the weight of the mixture, said particles having an average diameter of less than 60 microns, said mixture having a free methylenedianiline content of about 0.1-5% by weight, 2. adding to said mixture at least 0.2 equivalent of an aromatic mono-carbodiimide per equivalent of the free methylenedianiline, and 3. allowing said carbodiimide to react with said methylenedianiline.
Claim 3
Dependent Claim 160 words
A composition, useful for curing a polyurethane prepolymer, which comprises A. a substantially inert organic liquid in an amount equal to about 20-90% based on the combined weight of components A and B, B. dispersed in component A, particles of a complex of 3 moles of 4,4'-methylenedianiline and 1 mole of a salt selected from the group: sodium chloride, sodium bromide, sodium iodide, lithium chloride, lithium bromide, and lithium iodide, said particles being present in an amount equal to about 10-80% based on the combined weight of components A and B, said particles having an average diameter of less than 60 microns, and C. the reaction product obtained by adding an aromatic mono-carbodiimide to a mixture of A and B which has a free methylenedianiline content of about 0.1-5% by weight, and allowing said carbodiimide to react with said methylenedianiline, the amount of monocarbodiimide added being at least 0.2 equivalent per equivalent of free methylenedianiline originally present in said mixture.
Claim 4
Dependent Claim 160 words
A composition, useful for curing a polyurethane prepolymer, which comprises A. a substantially inert organic liquid in an amount equal to about 20-90% based on the combined weight of components A and B, B. dispersed in component A, particles of a complex of 3 moles of 4,4'-methylenedianiline and 1 mole of a salt selected from the group: sodium chloride, sodium bromide, sodium iodide, lithium chloride, lithium bromide, and lithium iodide, said particles being present in an amount equal to about 10-80% based on the combined weight of components A and B, said particles having an average diameter of less than 60 microns, and C. the reaction product obtained by adding an aromatic mono-carbodiimide to a mixture of A and B which has a free methylenedianiline content of about 0.1-5% by weight, and allowing said carbodiimide to react with said methylenedianiline, the amount of monocarbodiimide added being at least 0.2 equivalent per equivalent of free methylenedianiline originally present in said mixture.
Claim 5
Dependent Claim 126 words
A composition according to claim 2 wherein component A is a liquid selected from the group: esters of polycarboxylic acids and monohydric alcohols or phenols, esters of polyols and monocarboxylic acids, low molecular weight linear polyesters prepared from diols and dicarboxylic acids and chain-terminated with monocarboxylic acids or monohydric alcohols, aromatic derivatives selected from biphenyl, terphenyl and diphenyl ether and their halogenated derivatives, chlorinated paraffins having a chlorine content of about 35-65% by weight and a specific gravity of about 1.1-1.5 at 25° C, tertiary phosphoric esters, and aromatic hydrocarbon oils derived from petroleum and having a molecular analysis by the clay-gel method of ASTM D-2007 of about 50-100% by weight aromatic hydrocarbons, about 0-35% by weight saturated hydrocarbons and about 0-30% by weight polar compounds.
Claim 6
Dependent Claim 23 words
A composition according to claim 2 wherein component A is a liquid selected from the group: di(2-ethylhexyl)phthalate, tetraethylene glycol bis(2-ethylhexanoate), and tri(isopropylphenyl) phosphate.
Claim 7
Dependent Claim 14 words
A composition according to claim 2 wherein the component A content is about 25-60%
Claim 8
Dependent Claim 15 words
A composition according to claim 2 wherein the salt of component B is sodium chloride.
Claim 9
Dependent Claim 21 words
A composition according to claim 2 wherein the amount of component B particles is 40-75% by weight of A + B.
Claim 10
Dependent Claim 20 words
A composition according to claim 2 wherein the component B particles have an average diameter of less than 11 microns.
Claim 11
Dependent Claim 14 words
A composition according to claim 2 wherein the mono-carbodiimide of component C is di-o-tolylcarbodiimide.
Claim 12
Dependent Claim 22 words
A composition according to claim 2 wherein the amount of carbodiimide added is about 0.3-1 equivalent per equivalent of free methylenedianiline present.
Claim 13
Dependent Claim 27 words
A composition according to claim 2 which also contains an oil-soluble surfactant in an amount equal to about 0.1-5.0% based on the total weight of the composition.
Claim 14
Dependent Claim 47 words
A heat-curable composition, useful for preparing cured polyurethane products, which comprises I. the composition defined in claim 2 and Ii. an isocyanato-terminated prepolymer, the ratio of components I and II being such that the composition contains about 0.7-1.2 equivalents of amine groups per equivalent of NCO groups.
Claim 15
Dependent Claim 21 words
A composition according to claim 12 wherein there are about 0.85- 1.1 equivalents of amine groups per equivalent of NCO groups.
Claim 16
Dependent Claim 50 words
A composition according to claim 12 wherein said prepolymer is the product of reacting a molar excess of an organic diisocyanate with a polyalkylene ether glycol or a polyester glycol having a molecular weight of about 300-3000 and optionally with a diol having a molecular weight of less than 250.

References Cited (Backward Citations)

US3876604A Cited
US3899438A Cited
US3900447A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-02-20 1981-08-22 1982-02-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-02-20 1985-08-22 1986-02-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-02-20 1989-08-22 1990-02-21 $7700.00 Window Closed / Lapsed

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