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US4070323A Expired / Lapsed US ⏱️ 0.0 years remaining

Aqueous polyurethane emulsions

Assignee: Lehigh University
•
Filing: 1976-03-26
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Granted: 1978-01-24
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Expires: 1996-03-26
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Abstract

Abstract A method comprising I. reacting isocyanate groups in an organic polyisocyanate by anhydrous reaction with a chemically equivalent amount of primary hydroxyl-containing material, at least about 50 mole % of which material is one or a mixture of A. allyl alcohol, or B. at least one C2-4 hydroxyalkyl ester of acrylic or methacrylic acid, to form a water-resistant adduct of said polyisocyanate with said material, and II. intimately dispersing said adduct, in the form of a water insoluble liquid phase, into an aqueous liquid medium containing A. AN ANIONIC OR CATIONIC OIL-IN-WATER FUNCTIONING EMULSIFYING AGENT, IN THE PRESENCE OF B. AN ALIPHATIC HYDROCARBON OR HYDROCARBYL ALCOHOL WHICH IS INERT, NON-VOLATILE, WATER INSOLUBLE, LIQUID, AND CONTAINS A TERMINAL ALIPHATIC HYDROCARBYL GROUP OF AT LEAST ABOUT 8 CARBON ATOMS; HOMOGENIZING THE RESULTING CRUDE EMULSION TO REDUCE THE AVERAGE SIZE OF THE DISPERSED PHASE PARTICLES TO BELOW 0.5 mu ; POLYMERIZING THE DISPERSED POLYURETHANE PARTICLES IN THE RESULTING STABLE EMULSION AT SUITABLE TEMPERATURES; COATING SUBSTRATES WITH THE EMULSIONS; THE ADDUCTS, EMULSIONS AND COATED SUBSTRATES SO PRODUCED.

Inventors

  • 👤 John W. Vanderhoff
  • 👤 Mohamed S. El-Aasser
  • 👤 Joseph D. Hoffman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 14:50
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/671; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/34; C08F20/36; C09; C09D; C09D133/00; C09D133/04; C09D133/14; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31605

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 128 words
A method comprising I. reacting isocyanate groups in an organic polyisocyanate by anhydrous reaction with a chemically equivalent amount of primary hydroxyl-containing material, at least about 50 mole % of which material is one or a mixture of A. allyl alcohol, or B. at least one C 2-4 hydroxyalkyl ester of acrylic or methacrylic acid, to form a water-resistant adduct of said polyisocyanate with said material, and Ii. intimately dispersing said adduct, in the form of a water insoluble liquid phase, into an aqueous liquid medium containing a. an anionic or cationic oil-in-water functioning emulsifying agent, in the presence of b. an aliphatic hydrocarbon or hydrocarbyl alcohol which is inert, non-volatile, water insoluble, liquid, and contains a terminal aliphatic hydrocarbyl group of at least about 8 carbon atoms.
Claim 2
Independent Claim 128 words
A method comprising I. reacting isocyanate groups in an organic polyisocyanate by anhydrous reaction with a chemically equivalent amount of primary hydroxyl-containing material, at least about 50 mole % of which material is one or a mixture of A. allyl alcohol, or B. at least one C 2-4 hydroxyalkyl ester of acrylic or methacrylic acid, to form a water-resistant adduct of said polyisocyanate with said material, and Ii. intimately dispersing said adduct, in the form of a water insoluble liquid phase, into an aqueous liquid medium containing a. an anionic or cationic oil-in-water functioning emulsifying agent, in the presence of b. an aliphatic hydrocarbon or hydrocarbyl alcohol which is inert, non-volatile, water insoluble, liquid, and contains a terminal aliphatic hydrocarbyl group of at least about 8 carbon atoms.
Claim 3
Dependent Claim 21 words
A method as defined in claim 1 wherein said organic polyisocyanate is a prepolymer containing plural units derived from 1,6-hexamethylene diisocyanate.
Claim 4
Dependent Claim 26 words
A method as defined in claim 2 wherein said step (I) reaction is carried out in the presence of a catalytic amount of dibutyl tin dilaurate.
Claim 5
Dependent Claim 18 words
A method as defined in claim 3 wherein said hydroxyl-containing material includes a C 1-6 primary monohydric alkanol.
Claim 6
Dependent Claim 14 words
A method as defined in claim 4 wherein said hydroxyl-containing material includes component (B).
Claim 7
Dependent Claim 26 words
A method as defined in claim 5 wherein said step (I) reaction is carried out in the presence of an ethylenically unsaturated monomeric polymerizable liquid diluent.
Claim 8
Dependent Claim 20 words
A method as defined in claim 6 wherein said aqueous liquid medium contains as anionic emulsifying agent is component (a).
Claim 9
Dependent Claim 20 words
A method as defined in claim 7 wherein said aqueous liquid medium also contains a hydrocarbyl alcohol as component (b).
Claim 10
Dependent Claim 20 words
A method as defined in claim 7 wherein component (b) is an aliphatic hydrocarbon included in said water-insoluble liquid phase.
Claim 11
Dependent Claim 47 words
A method as defined in claim 7 followed by Iii. the step of subjecting the crude emulsion from step (II) to the action of comminuting forces sufficient to reduce the average particle size of the dispersed water insoluble polyurethane-containing liquid phase to less than about 0.5 μ.
Claim 12
Dependent Claim 47 words
A method as defined in claim 10 followed by Iv. the step of gradually adding the stable emulsion from step (II) to an aqueous medium containing an effective polymerizing amount of a free radical initiator, and polymerizing to yield an aqueous emulsion of substantially fully polymerized polyurethane.
Claim 13
Dependent Claim 36 words
A method as defined in claim 11 followed by V. the step of coating a substrate with a film of the emulsion from step (IV) and permitting the film to air dry and harden in situ.
Claim 14
Dependent Claim 14 words
A method as defined in claim 3 wherein said hydroxyl-containing material includes component (A).
Claim 15
Dependent Claim 27 words
A method as defined in claim 13 wherein an ethylenically unsaturated monomeric polymerizable liquid diluent is admixed with said adduct from step (I) prior to step (II).
Claim 16
Dependent Claim 24 words
A method as defining in claim 14 wherein an unsaturated polyester prepolymer is admixed with said adduct from step (I) prior to step (II).
Claim 17
Dependent Claim 20 words
A method as defined in claim 14 wherein said aqueous liquid medium contains an anionic emulsifying agent as component (a).
Claim 18
Dependent Claim 20 words
A method as defined in claim 16 wherein said aqueous liquid medium also contains a hydrocarbyl alcohol as component (b).
Claim 19
Dependent Claim 20 words
A method as defined in claim 16 wherein component (b) is an aliphatic hydrocarbon included in said water-insoluble liquid phase.
Claim 20
Dependent Claim 46 words
A method as defined in claim 16 followed by Iii. the step of subjecting the crude emulsion from step (II) to the action of comminuting forces sufficient to reduce the average particle size of the dispersed water-in-soluble polyurethane-containing liquid phase to less than about 0.5 μ.
Claim 21
Dependent Claim 46 words
A method as defined in claim 19 followed by Iv. the step of admixing a catalytic amount of cobalt naphthenate, and 0 to about 2%, based on the weight of the water insoluble dispersed phase, of methyl ethyl ketone peroxide into the emulsion from step III.
Claim 22
Dependent Claim 37 words
A method as defined in claim 20 followed by V. the step of coating a substrate with a film of the emulsion from step (IV) and permitting the film to cure, air dry and harden in situ.
Claim 23
Dependent Claim 9 words
An emulsion produced by the method of claim 1.
Claim 24
Dependent Claim 9 words
An emulsion produced by the method of claim 10.
Claim 25
Dependent Claim 9 words
An emulsion produced by the method of claim 11.
Claim 26
Dependent Claim 9 words
An emulsion produced by the method of claim 19.
Claim 27
Dependent Claim 9 words
An emulsion produced by the method of claim 20.
Claim 28
Dependent Claim 10 words
A coated substrate produced by the method of claim 12.
Claim 29
Dependent Claim 10 words
A coated substrate produced by the method of claim 21.
Claim 30
Dependent Claim 19 words
A method as defined in claim 12 carried out in the substantial absence of an inert volatile organic solvent.
Claim 31
Dependent Claim 19 words
A method as defined in claim 21 carried out in the substantial absence of an inert volatile organic solvent.

References Cited (Backward Citations)

US3509234A Cited
US3557249A Cited
US3775377A Cited
US3873640A Cited
US3783152A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-01-23 1981-07-25 1982-01-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-01-23 1985-07-25 1986-01-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-01-23 1989-07-25 1990-01-24 $7700.00 Window Closed / Lapsed

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