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Acrylated epoxidized soybean oil urethane compositions and method

Assignee: Union Carbide Corp
•
Filing: 1973-03-22
•
Granted: 1980-09-02
•
Expires: 1993-03-22
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Abstract

Abstract The urethane derivatives of acrylated epoxidized soybean oil, which is the reaction product of epoxidized soybean oil with acrylic acid or methacrylic acid, are produced by the reaction of acrylated epoxidized soybean oil with an organic isocyanate. They are useful alone, or in conjunction with a photosensitizer, and/or a pigment as inks and coatings. The compositions can be cured by radiation.

Inventors

  • 👤 George W. Borden
  • 👤 Oliver W. Smith
  • 👤 David J. Trecker

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 19:41
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/02; C09D11/10; C09D11/101; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/675; Y; Y10; Y10S; Y10S260/00; Y10S260/38

Claims Analysis

Total Claims: 35
Claim 1
Independent Claim 51 words
A composition comprising: I an acrylated epoxidized soybean oil urethane compounds having in the molecule the group: ##STR10## wherein X is hydrogen or methyl, said compounds being the reaction product of: (A) epoxidized soybean oil reacted with acrylic acid or methacrylic acid and (B) an organic isocyanate, and II a photosensitizer.
Claim 2
Dependent Claim 51 words
A composition comprising: I an acrylated epoxidized soybean oil urethane compounds having in the molecule the group: ##STR10## wherein X is hydrogen or methyl, said compounds being the reaction product of: (A) epoxidized soybean oil reacted with acrylic acid or methacrylic acid and (B) an organic isocyanate, and II a photosensitizer.
Claim 3
Dependent Claim 13 words
A composition as claimed in claim 1 wherein a pigment is additionally present.
Claim 4
Dependent Claim 20 words
A composition as claimed in claim 1 wherein (A) is the reaction product of epoxidized soybean oil with acrylic acid.
Claim 5
Dependent Claim 13 words
A composition as claimed in claim 3 wherein a pigment is additionally present.
Claim 6
Dependent Claim 12 words
A composition as claimed in claim 3 wherein (B) is methyl isocyanate.
Claim 7
Dependent Claim 13 words
A composition as claimed in claim 5 wherein a pigment is additionally present.
Claim 8
Dependent Claim 12 words
A composition as claimed in claim 3 wherein (B) is tolylene diisocyanate.
Claim 9
Dependent Claim 13 words
A composition as claimed in claim 7 wherein a pigment is additionally present.
Claim 10
Dependent Claim 12 words
A composition as claimed in claim 3 wherein (B) is methylenebis-4,4'-phenyl diisocyanate.
Claim 11
Dependent Claim 13 words
A composition as claimed in claim 9 wherein a pigment is additionally present.
Claim 12
Dependent Claim 20 words
A composition as claimed in claim 1 wherein (A) is the reaction product of epoxidized soybean oil with methacrylic acid.
Claim 13
Dependent Claim 13 words
A composition as claimed in claim 11 wherein a pigment is additionally present.
Claim 14
Dependent Claim 32 words
A method for curing a compound claimed in claim 1 whereby said compound is exposed to ionizing radiation, for a period of time sufficient to cure said compound to a tack-free state.
Claim 15
Dependent Claim 15 words
The method of claim 13 wherein the composition cured is the composition of claim 2.
Claim 16
Dependent Claim 15 words
The method of claim 13 wherein the composition cured is the composition of claim 3.
Claim 17
Dependent Claim 15 words
The method of claim 13 wherein the composition cured is the composition of claim 4.
Claim 18
Dependent Claim 15 words
The method of claim 13 wherein the composition cured is the composition of claim 11.
Claim 19
Dependent Claim 15 words
The method of claim 13 wherein the composition cured is the composition of claim 12.
Claim 20
Dependent Claim 15 words
The method of claim 13 wherein the composition cured is the composition of claim 5.
Claim 21
Dependent Claim 15 words
The method of claim 13 wherein the composition cured is the composition of claim 6.
Claim 22
Dependent Claim 16 words
The method of claim 13 wherein the composition cured is the composition of claim 7. PG,32
Claim 23
Dependent Claim 15 words
The method of claim 13 wherein the composition cured is the composition of claim 8.
Claim 24
Dependent Claim 15 words
The method of claim 13 wherein the composition cured is the composition of claim 9.
Claim 25
Dependent Claim 15 words
The method of claim 13 wherein the composition cured is the composition of claim 10.
Claim 26
Dependent Claim 84 words
A composition comprising A. a liquid vehicle polymerizable to a solid upon exposure to actinic radiation, said vehicle comprising a compound selected from the group consisting of a. the reaction product of epoxidized soybean oil and acrylic acid, having at least two acrylate groups per mole of product, with methyl isocyanate, b. the reaction product of epoxidized soybean oil and acrylic acid, having at least two acrylate groups per mole of product, with tolylene diisocyanate, B. a photosensitizer for said vehicle, C. a pigment.
Claim 27
Dependent Claim 84 words
A composition comprising A. a liquid vehicle polymerizable to a solid upon exposure to actinic radiation, said vehicle comprising a compound selected from the group consisting of a. the reaction product of epoxidized soybean oil and acrylic acid, having at least two acrylate groups per mole of product, with methyl isocyanate, b. the reaction product of epoxidized soybean oil and acrylic acid, having at least two acrylate groups per mole of product, with tolylene diisocyanate, B. a photosensitizer for said vehicle, C. a pigment.
Claim 28
Dependent Claim 11 words
The composition of claim 25 wherein the compound selected is (a).
Claim 29
Dependent Claim 11 words
The composition of claim 25 wherein the compound selected is (b).
Claim 30
Dependent Claim 19 words
The composition of claim 25 wherein the photosensitizer has a triplet energy in the range between 53.4 and 74.5.
Claim 31
Dependent Claim 20 words
The composition of claim 25 wherein the photosensitizer is selected from the group consisting of acetophenone, benzophenone, and mixtures thereof.
Claim 32
Dependent Claim 10 words
The composition of claim 25 wherein the photosensitizer is benzophenone.
Claim 33
Dependent Claim 11 words
The composition of claim 25 wherein an amine is additionally present.
Claim 34
Dependent Claim 88 words
A composition comprising A. a liquid vehicle polymerizable to a solid upon exposure to actinic radiation, said vehicle comprising a major proportion of compound selected from the group consisting of a. the reaction product of epoxidized soybean oil and acrylic acid, having at least two acrylate groups per mole of product, with methyl isocyanate, and b. the reaction product of epoxidized soybean oil and acrylic acid, having at least two acrylate groups per mole of product, with tolylene diisocyanate B. a photosensitizer for said vehicle C. a pigment.
Claim 35
Dependent Claim 88 words
A composition comprising A. a liquid vehicle polymerizable to a solid upon exposure to actinic radiation, said vehicle comprising a major proportion of compound selected from the group consisting of a. the reaction product of epoxidized soybean oil and acrylic acid, having at least two acrylate groups per mole of product, with methyl isocyanate, and b. the reaction product of epoxidized soybean oil and acrylic acid, having at least two acrylate groups per mole of product, with tolylene diisocyanate B. a photosensitizer for said vehicle C. a pigment.

References Cited (Backward Citations)

US3125592A Cited
US3224989A Cited
US3256225A Cited
US3450613A Cited
US3673140A Cited
US3713864A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-09-02 1984-03-03 1984-09-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-09-02 1988-03-03 1988-09-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-09-02 1992-03-03 1992-09-02 $7700.00 Window Closed / Lapsed

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