Blocked isocyanate, coating composition, adhesive composition, and article

Patent metadata

Field	Value
Publication number	US-2016200858-A1
Application number	US-201414913231-A
Country	US
Kind code	A1
Filing date	Aug 12, 2014
Priority date	Aug 23, 2013
Publication date	Jul 14, 2016
Grant date	—

Abstract

The blocked isocyanate is a blocked isocyanate containing a latent isocyanate group, which is an isocyanate group blocked with a blocking agent, wherein the blocked isocyanate includes a first latent isocyanate group that is an isocyanate group blocked with a first blocking agent and a second latent isocyanate group that is an isocyanate group blocked with a second blocking agent; and the first blocking agent is represented by general formula (1) below, and has a higher catalysis activity that activates the isocyanate group than that of the second blocking agent.

(where R1 to R3 represent a hydrocarbon group having 1 to 12 carbon atoms or a hydrogen atom, and at least one of R1 to R3 represents a hydrogen atom, and R1 and R3 may be bonded to each other to form a heterocycle. R4 represents a hydrocarbon group having 1 to 12 carbon atoms, a hydrogen atom, or an atomic group represented by —NR 5 R 6 (R5 and R6 represent a hydrocarbon group having 1 to 12 carbon atoms, and R5 and R1 may be bonded to each other to form a heterocycle and R6 and R3 may be bonded to each other to form a heterocycle).

First claim

1 . A blocked isocyanate comprising a latent isocyanate group, which is an isocyanate group blocked with a blocking agent,
wherein the blocked isocyanate comprises a first latent isocyanate group that is an isocyanate group blocked with a first blocking agent and a second latent isocyanate group that is an isocyanate group blocked with a second blocking agent, the first blocking agent is represented by general formula (1) below, and has a higher catalysis activity that activates the isocyanate group than that of the second blocking agent:

(where R1 to R3 represent a hydrocarbon group having 1 to 12 carbon atoms or a hydrogen atom, and at least one of R1 to R3 represents a hydrogen atom, and R1 and R3 may be bonded to each other to form a heterocycle; R4 represents a hydrocarbon group having 1 to 12 carbon atoms, a hydrogen atom, or an atomic group represented by —NR 5 R 6 (R5 and R6 represent a hydrocarbon group having 1 to 12 carbon atoms, and R5 and R1 may be bonded to each other to form a heterocycle and R6 and R3 may be bonded to each other to form a heterocycle)).

2 . The blocked isocyanate according to claim 1 , wherein the first latent isocyanate group content relative to a total amount in mol of the first latent isocyanate group and the second latent isocyanate group is 1 mol % or more and 80 mol % or less.

3 . The blocked isocyanate according to claim 1 , wherein in the first blocking agent represented by general formula (1), R4 represents an atomic group represented by —NR 5 R 6 (R5 and R6 represent a hydrocarbon group having 1 to 12 carbon atoms, and R5 and R1 may be bonded to each other to form a heterocycle and R6 and R3 may be bonded to each other to form a heterocycle).

4 . The blocked isocyanate according to claim 1 , wherein in the first blocking agent represented by general formula (1), R1 to R3 represent an alkyl group having 1 to 12 carbon atoms or a hydrogen atom, and at least one of R1 to R3 represents a hydrogen atom, and R4 represents —NR 5 R 6 (R5 and R6 represent an alkyl group having 1 to 12 carbon atoms).

5 . The blocked isocyanate according to claim 1 , wherein the second blocking agent has a dissociation temperature of 130° C. or less.

6 . The blocked isocyanate according to claim 1 , wherein the first latent isocyanate group and the second latent isocyanate group are both present in one molecule.

7 . The blocked isocyanate according to claim 1 , wherein the blocked isocyanate is modified with a hydrophilic compound containing an active hydrogen group.

8 . A coating composition comprising a blocked isocyanate,
wherein the blocked isocyanate is a blocked isocyanate containing a latent isocyanate group, which is an isocyanate group blocked with a blocking agent, the blocked isocyanate comprises a first latent isocyanate group that is an isocyanate group blocked with a first blocking agent and a second latent isocyanate group that is an isocyanate group blocked with a second blocking agent, and the first blocking agent is represented by general formula (1) below, and has a higher catalysis activity that activates the isocyanate group than that of the second blocking agent:

(where R1 to R3 represent a hydrocarbon group having 1 to 12 carbon atoms or a hydrogen atom, and at least one of R1 to R3 represents a hydrogen atom, and R1 and R3 may be bonded to each other to form a heterocycle. R4 represents a hydrocarbon group having 1 to 12 carbon atoms, a hydrogen atom, or an atomic group represented by —NR 5 R 6 (R5 and R6 represent a hydrocarbon group having 1 to 12 carbon atoms, and R5 and R1 may be bonded to each other to form a heterocycle and R6 and R3 may be bonded to each other to form a heterocycle)).

9 . An adhesive composition comprising a blocked isocyanate,
wherein the blocked isocyanate is a blocked isocyanate containing a latent isocyanate group, which is an isocyanate group blocked with a blocking agent, the blocked isocyanate comprises a first latent isocyanate group that is an isocyanate group blocked with a first blocking agent and a second latent isocyanate group that is an isocyanate group blocked with a second blocking agent, and the first blocking agent is represented by general formula (1) below, and has a higher catalysis activity that activates the isocyanate group than that of the second blocking agent:

(where R1 to R3 represent a hydrocarbon group having 1 to 12 carbon atoms or a hydrogen atom, and at least one of R1 to R3 represents a hydrogen atom, and R1 and R3 may be bonded to each other to form a heterocycle. R4 represents a hydrocarbon group having 1 to 12 carbon atoms, a hydrogen atom, or an atomic group represented by —NR 5 R 6 (R5 and R6 represent a hydrocarbon group having 1 to 12 carbon atoms, and R5 and R1 may be bonded to each other to form a heterocycle and R6 and R3 may be bonded to each other to form a heterocycle)).

10 . An article coated with a coating composition,
wherein the coating composition comprises a blocked isocyanate, the blocked isocyanate is a blocked isocyanate containing a latent isocyanate group, which is an isocyanate group blocked with a blocking agent, the blocked isocyanate comprises a first latent isocyanate group that is an isocyanate group blocked with a first blocking agent and a second latent isocyanate group that is an isocyanate group blocked with a second blocking agent, and the first blocking agent is represented by general formula (1) below, and has a higher catalysis activity that activates the isocyanate group than that of the second blocking agent:

(where R1 to R3 represent a hydrocarbon group having 1 to 12 carbon atoms or a hydrogen atom, and at least one of R1 to R3 represents a hydrogen atom, and R1 and R3 may be bonded to each other to form a heterocycle. R4 represents a hydrocarbon group having 1 to 12 carbon atoms, a hydrogen atom, or an atomic group represented by —NR 5 R 6 (R5 and R6 represent a hydrocarbon group having 1 to 12 carbon atoms, and R5 and R1 may be bonded to each other to form a heterocycle and R6 and R3 may be bonded to each other to form a heterocycle).)

11 . An article adhered using an adhesive composition,
wherein the adhesive composition comprises a blocked isocyanate, the blocked isocyanate is a blocked isocyanate containing a latent isocyanate group, which is an isocyanate group blocked with a blocking agent, the blocked isocyanate comprises a first latent isocyanate group that is an isocyanate group blocked with a first blocking agent and a second latent isocyanate group that is an isocyanate group blocked with a second blocking agent, and the first blocking agent is represented by general formula (1) below, and has a higher catalysis activity that activates the isocyanate group than that of the second blocking agent:

(where R1 to R3 represent a hydrocarbon group having 1 to 12 carbon atoms or a hydrogen atom, and at least one of R1 to R3 represents a hydrogen atom, and R1 and R3 may be bonded to each other to form a heterocycle. R4 represents a hydrocarbon group having 1 to 12 carbon atoms, a hydrogen atom, or an atomic group represented by —NR 5 R 6 (R5 and R6 represent a hydrocarbon group having 1 to 12 c

Assignees

• Mitsui Chemicals Inc

Inventors

• Fukuda Kazuyuki
• Kamada Jun
• Uchida Takashi
• Masui Masakazu
• Tachibana Shinji
• Mizuma Hirokazu
• Fujii Kenichi

Classifications

• C08G18/807 Primary

  with nitrogen containing compounds · CPC title

• C08G18/8077 Primary

  Oximes · CPC title

• C08G18/285

  Nitrogen containing compounds · CPC title

• C08G18/6229

  Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols · CPC title

• C08G18/808

  Monoamines · CPC title