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US4474934A Expired / Lapsed US ⏱️ 0.0 years remaining

One-pack type thermosetting polyurethane coating composition from a blocked isocyanate containing an oxadiazinetrione ring

Assignee: Takeda Pharmaceutical Co Ltd
•
Filing: 1982-11-29
•
Granted: 1984-10-02
•
Expires: 2002-11-29
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Abstract

Abstract Disclosed is a thermosetting polyurethane coating composition of one-pack type which comprises (1) a compound having at least one NCO group blocked with an alcohol, lactam or oxime blocking agent and at least one oxadiazine-2,4,6-trione ring and (2) a polyol having a molecular weight of 400 to 50,000. The composition has good storage stability and provides coating films having no problems such as yellowing and pin-holes and excellent in mechanical properties, chemical resistance and weather resistance.

Inventors

  • 👤 Michio Tanaka
  • 👤 Yoshio Kamatani
  • 👤 Koji Nasu

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 02:02
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/701; C08G18/72; C08G18/77; C08G18/78; C08G18/7875; C08G18/7887; C08G18/80; C08G18/8061

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 80 words
A thermosetting polyurethane coating composition of one-pack type which comprises (1) a compound having at least one NCO group blocked with an alcohol, lactam or oxime blocking agent and at least one oxadiazine-2,4,6-trione ring and (2) a polyol having a molecular weight of 400 to 50,000; said compound (1) being one prepared by the reaction of an isocyanate compound having at least one oxadiazine-2,4,6-trione ring and at least one free NCO group with an alcohol, lactam or oxime blocking agent.
Claim 2
Dependent Claim 80 words
A thermosetting polyurethane coating composition of one-pack type which comprises (1) a compound having at least one NCO group blocked with an alcohol, lactam or oxime blocking agent and at least one oxadiazine-2,4,6-trione ring and (2) a polyol having a molecular weight of 400 to 50,000; said compound (1) being one prepared by the reaction of an isocyanate compound having at least one oxadiazine-2,4,6-trione ring and at least one free NCO group with an alcohol, lactam or oxime blocking agent.
Claim 3
Dependent Claim 30 words
A thermosetting polyurethane coating composition according to claim 1, wherein the isocyanate compound is the one prepared by the reaction of an aliphatic, alicyclic or aromatic-aliphatic polyisocyanate with carbon dioxide.
Claim 4
Dependent Claim 30 words
A thermosetting polyurethane coating composition according to claim 2, wherein the isocyanate compound is the one prepared by the reaction of hexamethylene diisocyanate, xylylene diisocyanate or bis-(isocyanatomethyl)cyclohexane with carbon dioxide.
Claim 5
Dependent Claim 33 words
A thermosetting polyurethane coating composition according to claim 1, wherein the polyol is a polyol having 2 to 50 hydroxyl groups in one molecule and having a molecular weight of 500 to 30,000.
Claim 6
Dependent Claim 22 words
A thermosetting polyurethane coating composition according to claim 4, wherein the polyol is polyester polyol, acrylic polyol, polyurethane polyol or epoxy polyol.
Claim 7
Dependent Claim 46 words
A thermosetting polyurethane coating composition according to claim 1, wherein the proportion of the isocyanate component to the blocking agent to be reacted is such that the number of free isocyanate group/the number of active hydrogen group in the blocking agent is about 0.95 to 1.0.
Claim 8
Dependent Claim 56 words
A thermosetting polyurethane coating composition according to claim 1, wherein the proportion of the isocyanate component (1) to the polyol (2) is such that the ratio of the total number of the oxadiazinetrione ring and the blocked isocyanate group to the number of active hydrogen of the polyol is in a range of 0.1 to 10.
Claim 9
Dependent Claim 103 words
A coating method which comprises coating on a surface to be coated a composition which comprises (1) a compound having at least one NCO group blocked with an alcohol, lactam or oxime blocking agent and at least one oxadiazine-2,4,6-trione ring and (2) a polyol having a molecular weight of 400 to 50,000; said compound (1) being one prepared by the reaction of an isocyanate compound having at least one oxadiazine-2,4,6-trione ring and at least one free NCO group with an alcohol, lactam or oxime blocking agent and baking the coated composition at about 100° to 150° C. for about 1 to 30 minutes.
Claim 10
Dependent Claim 103 words
A coating method which comprises coating on a surface to be coated a composition which comprises (1) a compound having at least one NCO group blocked with an alcohol, lactam or oxime blocking agent and at least one oxadiazine-2,4,6-trione ring and (2) a polyol having a molecular weight of 400 to 50,000; said compound (1) being one prepared by the reaction of an isocyanate compound having at least one oxadiazine-2,4,6-trione ring and at least one free NCO group with an alcohol, lactam or oxime blocking agent and baking the coated composition at about 100° to 150° C. for about 1 to 30 minutes.
Claim 11
Dependent Claim 16 words
A thermosetting polyurethane coating composition according to claim 1, wherein the alcohol blocking agent is ethanol.
Claim 12
Dependent Claim 16 words
A thermosetting polyurethane coating composition according to claim 1, wherein the lactam blocking agent is ε-caprolactam.
Claim 13
Dependent Claim 18 words
A thermosetting polyurethane coating composition according to claim 1, wherein the oxime blocking agent is methyl ethyl ketoxime.
Claim 14
Dependent Claim 28 words
A coating method according to claim 8, wherein the isocyanate compound is the one prepared by the reaction of an aliphatic, alicyclic or aromatic-aliphatic polyisocyanate with carbon dioxide.
Claim 15
Dependent Claim 28 words
A coating method according to claim 12, wherein the isocyanate compound is the one prepared by the reaction of hexamethylene diisocyanate, xylylene diisocyanate or bis(isocyanato-methyl)cyclohexane with carbon dioxide.
Claim 16
Dependent Claim 31 words
A coating method according to claim 8, wherein the polyol is a polyol having 2 to 50 hydroxyl groups in one molecule and having a molecular weight of 500 to 30,000.
Claim 17
Dependent Claim 20 words
A coating method according to claim 14, wherein the polyol is polyester polyol, acrylic polyol, polyurethane polyol or epoxy polyol.
Claim 18
Dependent Claim 44 words
A coating method according to claim 8, wherein the proportion of the isocyanate component to the blocking agent to be reacted is such that the number of free isocyanate group/the number of active hydrogen group in the blocking agent is about 0.95 to 1.0.
Claim 19
Dependent Claim 54 words
A coating method according to claim 8, wherein the proportion of the isocyanate component (1) to the polyol (2) is such that the ratio of the total number of the oxadiazinetrione ring and the blocked isocyanate group to the number of active hydrogen of the polyol is in a range of 0.1 to 10.
Claim 20
Dependent Claim 14 words
A coating method according to claim 8, wherein the alcohol blocking agent is ethanol.
Claim 21
Dependent Claim 14 words
A coating method according to claim 8, wherein the lactam blocking agent is ε-caprolactam.
Claim 22
Dependent Claim 16 words
A coating method according to claim 8, wherein the oxime blocking agent is methyl ethyl ketoxime.

References Cited (Backward Citations)

US3730953A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-10-02 1988-04-02 1988-10-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-10-02 1992-04-02 1992-10-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-10-02 1996-04-02 1996-10-02 $7700.00 Window Closed / Lapsed

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