US4157947A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Coating and ink compositions and method
Assignee: Union Carbide Corp
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Filing: 1973-03-22
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Granted: 1979-06-12
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Expires: 1993-03-22
Abstract
Abstract Compositions of urethane derivatives of acrylated epoxidized soybean oil, which are the reaction products of an organic isocyanate with the reaction product of epoxidized soybean oil with acrylic acid or methacrylic acid, and an acrylyl compound are useful as coatings and inks; photosensitizers and/or pigments can optionally be present. 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
2026-11-06 06:02
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/02; C09D11/10; C09D11/101; C08; C08G; C08G59/00; C08G59/14; C08G59/1494; Y; Y10; Y10S; Y10S260/00; Y10S260/38; Y10T; Y10T428/00; Y10T428/18
Claims Analysis
Total Claims: 45
Claim 1
Independent Claim
75 words
A composition comprising: I. an acrylated epoxidized soybean oil urethane compound 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 at least 2 moles of acrylic acid or methacrylic acid and (B) an organic isocyanate, and Ii. from 0-90 weight percent a different acrylyl compound of the group of esters of acrylic acid, methacrylic acid, acrylamide and methacrylamide.
Claim 2
Dependent Claim
75 words
A composition comprising: I. an acrylated epoxidized soybean oil urethane compound 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 at least 2 moles of acrylic acid or methacrylic acid and (B) an organic isocyanate, and Ii. from 0-90 weight percent a different acrylyl compound of the group of esters of acrylic acid, methacrylic acid, acrylamide and methacrylamide.
Claim 3
Dependent Claim
144 words
A composition as claimed in claim 1 wherein said acrylyl compound (II) is present at a concentration up to 90 weight percent thereof and is acrylonitrile or of the formula: ##STR11## wherein Z is hydrogen or methyl; t is an integer having a value of 1 to 3; and R'" is alkoxy of 1 to 18 carbon atoms, hydroxyalkoxy of up to 15 carbon atoms, alkoxyalkoxy of up to 15 carbon atoms, cyanoalkoxy of up to 15 carbon atoms, aryloxy, or --(OC n H 2n ) z NR 2 "" wherein n has a value of 1 to 10, z has a value of 0 or 1 and R"" is alkyl of 1 to 10 carbon atoms when t is one or a polyvalent alkylene or oxyalkylene having 2 to 8 carbon atoms in the alkylene moiety thereof when t is other than one.
Claim 4
Dependent Claim
20 words
A composition as claimed in claim 2 wherein (A) is the reaction product of epoxidized soybean oil with acrylic acid.
Claim 5
Dependent Claim
20 words
A composition as claimed in claim 2 wherein (A) is the reaction product of epoxidized soybean oil with methacrylic acid.
Claim 6
Dependent Claim
12 words
A composition as claimed in claim 3 wherein (B) is methyl isocyanate.
Claim 7
Dependent Claim
12 words
A composition as claimed in claim 3 wherein (B) is tolylene diisocyanate.
Claim 8
Dependent Claim
12 words
A composition as claimed in claim 1 wherein a photosensitizer is present.
Claim 9
Dependent Claim
12 words
A composition as claimed in claim 2 wherein a photosensitizer is present.
Claim 10
Dependent Claim
12 words
A composition as claimed in claim 3 wherein a photosensitizer is present.
Claim 11
Dependent Claim
12 words
A composition as claimed in claim 4 wherein a photosensitizer is present.
Claim 12
Dependent Claim
12 words
A composition as claimed in claim 5 wherein a photosensitizer is present.
Claim 13
Dependent Claim
12 words
A composition as claimed in claim 6 wherein a photosensitizer is present.
Claim 14
Dependent Claim
12 words
A composition as claimed in claim 1 wherein a pigment is present.
Claim 15
Dependent Claim
12 words
A composition as claimed in claim 7 wherein a pigment is present.
Claim 16
Dependent Claim
12 words
A composition as claimed in claim 8 wherein a pigment is present.
Claim 17
Dependent Claim
12 words
A composition as claimed in claim 9 wherein a pigment is present.
Claim 18
Dependent Claim
12 words
A composition as claimed in claim 10 wherein a pigment is present.
Claim 19
Dependent Claim
12 words
A composition as claimed in claim 11 wherein a pigment is present.
Claim 20
Dependent Claim
12 words
A composition as claimed in claim 12 wherein a pigment is present.
Claim 21
Dependent Claim
40 words
A method for curing a composition claimed in claim 1 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 22
Dependent Claim
40 words
A method for curing a composition claimed in claim 2 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 23
Dependent Claim
40 words
A method for curing a composition claimed in claim 3 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 24
Dependent Claim
40 words
A method for curing a composition claimed in claim 4 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 25
Dependent Claim
40 words
A method for curing a composition claimed in claim 5 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 26
Dependent Claim
40 words
A method for curing a composition claimed in claim 6 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 27
Dependent Claim
40 words
A method for curing a composition claimed in claim 7 whereby said composition is applied to a substrate and the exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 28
Dependent Claim
40 words
A method for curing a composition claimed in claim 8 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 29
Dependent Claim
40 words
A method for curing a composition claimed in claim 9 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 30
Dependent Claim
40 words
A method for curing a composition claimed in claim 10 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 31
Dependent Claim
40 words
A method for curing a composition claimed in claim 11 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 32
Dependent Claim
40 words
A method for curing a composition claimed in claim 12 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 33
Dependent Claim
40 words
A method for curing a composition claimed in claim 13 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 34
Dependent Claim
40 words
A method for curing a composition claimed in claim 14 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 35
Dependent Claim
40 words
A method for curing a composition claimed in claim 15 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 36
Dependent Claim
40 words
A method for curing a composition claimed in claim 16 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 37
Dependent Claim
40 words
A method for curing a composition claimed in claim 17 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 38
Dependent Claim
40 words
A method for curing a composition claimed in claim 18 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 39
Dependent Claim
40 words
A method for curing a composition claimed in claim 19 whereby said composition is applied to a substrate and then exposed to ionizing radiation, or non-ionizing radiation for a period of time sufficient to effect cure to a tack-free state.
Claim 40
Dependent Claim
106 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, D. a reactive solvent from the group of acrylate esters from the group trimethylol propane triacrylate, pentaerythritol triacrylate and neopentyl glycol diacrylate.
Claim 41
Dependent Claim
106 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, D. a reactive solvent from the group of acrylate esters from the group trimethylol propane triacrylate, pentaerythritol triacrylate and neopentyl glycol diacrylate.
Claim 42
Dependent Claim
11 words
The composition of claim 39 wherein the compound selected is (a).
Claim 43
Dependent Claim
11 words
The composition of claim 39 wherein the compound selected is (b).
Claim 44
Dependent Claim
105 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, and D. a reactive solvent selected from the group consisting of trimethylol propane triacrylate and neopentylglycol diacrylate.
Claim 45
Dependent Claim
105 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, and D. a reactive solvent selected from the group consisting of trimethylol propane triacrylate and neopentylglycol diacrylate.
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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) | 1982-06-11 | 1982-12-11 | 1983-06-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-06-11 | 1986-12-11 | 1987-06-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-06-11 | 1990-12-11 | 1991-06-12 | $7700.00 | Window Closed / Lapsed |