IP Library › Granted Patent US 10,954,394
Granted Patent B2
US 10,954,394 · App. 16/208,808 · Granted Mar 23, 2021

Polymer-containing composition and antifouling coating composition

Inventors: Kana Taniguchi (Tokyo, JP); Sho Katsumata (Tokyo, JP); Junichi Nakamura (Tokyo, JP); Nobuaki Kanazawa (Tokyo, JP)
Assignee: Mitsubishi Chemical Corporation
C09D5/1668C08K3/22C08K3/346C08K5/36C08K5/55C08L33/04C08L43/00C09D5/1618C09D5/1625C09D133/00C09D133/04C09D133/08C09D133/10C08K3/015C08K5/0058C08K5/3472C08K5/46C08K5/56C08K2003/2248C08K2003/2296
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Quick Facts
Patent No.
US 10,954,394
App. No.
16/208,808
Granted
Mar 23, 2021
Kind
B2
Abstract

Provided is an antifouling coating composition, which can form a coating film having good hardness and good physical properties and having a wear degree appropriate for expressing a long-term antifouling effect, has a viscosity not being excessively high, and makes it possible to reduce a content of volatile organic compounds, and a polymer-containing composition which is suitable for obtaining the antifouling coating composition. The polymer-containing composition contains a (meth)acryl-based copolymer (A-1), in which the (meth)acryl-based copolymer (A-1) contains a constitutional unit (U11) or a constitutional unit (U12) having carboxylate forming an ionic bond with a divalent metal atom, and has a weight-average molecular weight of 1,000 to 5,000, and the polymer-containing composition has a coating film hardness (Martens hardness) equal to or higher than 2.5 N/mm 2 .

Claims (54)

1. A polymer-containing composition comprising:

a (meth)acryl-based copolymer (A-1) having an acid value equal to or higher than 35 mgKOH/g,

wherein the (meth)acryl-based copolymer (A-1) contains a constitutional unit (U11) represented by Formula (11), a constitutional unit (U12) represented by Formula (12), or both,

and has a weight-average molecular weight of 1,000 to 5,000, and

a vinyl-based polymer (B),

wherein the vinyl-based polymer (B) has an acid value less than 25 mgKOH/g and has a number-average molecular weight of 2,000 to 20,000, and

wherein a coating film hardness of the polymer-containing composition is equal to or higher than 2.5 N/mm 2 ,

—(C═O)—O—M—O—(C═O)—  (11)

—(C═O)—O—M—R 32   (12)

wherein R 32 represents an organic acid residue, and M represents a divalent metal atom.

2. The polymer-containing composition according to claim 1 ,

wherein a Tg of the vinyl-based polymer (B) is equal to or higher than 20° C.

3. The polymer-containing composition according to claim 1 ,

wherein a ratio of the (meth)acryl-based copolymer (A-1):the vinyl-based polymer (B) contained in the polymer-containing composition is 98:2 to 70:30.

4. The polymer-containing composition according to claim 1 ,

wherein a solubility parameter of the polymer-containing composition is less than 11.1 (cal/cm 3 ) 1/2 .

5. The polymer-containing composition according to claim 1 ,

wherein the (meth)acryl-based copolymer (A-1) contains a constitutional unit (U3) in addition to the constitutional unit (U11), the constitutional unit (U12), or both, and

the constitutional unit (U3) contains a constitutional unit derived from a monomer (u3-1) having an alicyclic functional group.

6. The polymer-containing composition according to claim 5 ,

wherein a constitutional unit whose proportion in the constitutional unit (U3) is equal to or higher than 30% by mass is derived from a monomer whose corresponding homopolymer has a Tg equal to or higher than 50° C.

7. The polymer-containing composition according to claim 1 ,

wherein a Gardner viscosity of the polymer-containing composition is equal to or lower than Z at a solid content of 55% by mass.

8. An antifouling coating composition comprising:

the polymer-containing composition according to claim 1 .

9. The antifouling coating composition according to claim 8 , further comprising:

an antifouling agent.

10. The antifouling coating composition according to claim 9 ,

wherein the antifouling agent is one or more compounds selected from the group consisting of cuprous oxide, 4-bromo-2-(4-chlorophenyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile, pyridine-triphenylborane, zinc pyrithione, copper pyrithione, and medetomidine.

11. The antifouling coating composition according to claim 8 , further comprising:

a thermoplastic resin other than the (meth)acryl-based copolymer (A-1), a (meth)acryl-based copolymer (A-2), or the vinyl-based polymer (B),

wherein the (meth)acryl-based copolymer (A-2) contains the constitutional unit (U11) represented by Formula (11), the constitutional unit (U12) represented by Formula (12), or both, and has a weight-average molecular weight of 1,000 to 5,000,

the (meth)acryl-based copolymer (A-2) contains a constitutional unit (U3) in addition to the constitutional unit (U11), the constitutional unit (U12), or both,

the constitutional unit (U3) contains a constitutional unit derived from a monomer (u3-1) having an alicyclic functional group, and

a constitutional unit whose proportion in the constitutional unit (U3) is equal to or higher than 30% by mass is derived from a monomer whose corresponding homopolymer has a Tg equal to or higher than 50° C.

12. The antifouling coating composition according to claim 8 ,

wherein a coating material solid content of the antifouling coating composition is equal to or greater than 60% by mass.

13. A polymer-containing composition comprising:

a (meth)acryl-based copolymer (A-1),

wherein the (meth)acryl-based copolymer (A-1) contains a constitutional unit (U11) represented by Formula (11), a constitutional unit (U12) represented by Formula (12), or both, and has a weight-average molecular weight of 1,000 to 5,000,

a solubility parameter of the polymer-containing composition is less than 11.1 (cal/cm 3 ) 1/2 , and

a coating film hardness of the polymer-containing composition is equal to or higher than 2.5 N/mm 2 ,

—(C═O)—O—M—O—(C═O)—  (11)

—(C═O)—O—M—R 32   (12)

wherein R 32 represents an organic acid residue, and M represents a divalent metal atom.

14. The polymer-containing composition according to claim 13 ,

wherein the (meth)acryl-based copolymer (A-1) contains a constitutional unit (U3) in addition to the constitutional unit (U11), the constitutional unit (U12), or both, and

the constitutional unit (U3) contains a constitutional unit derived from a monomer (u3-1) having an alicyclic functional group.

15. The polymer-containing composition according to claim 14 ,

wherein a constitutional unit whose proportion in the constitutional unit (U3) is equal to or higher than 30% by mass is derived from a monomer whose corresponding homopolymer has a Tg equal to or higher than 50° C.

16. An antifouling coating composition comprising:

the polymer-containing composition according to claim 13 .

17. The antifouling coating composition according to claim 16 , further comprising:

an antifouling agent.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2018
From: TANIGUCHI, KANA; KATSUMATA, SHO; NAKAMURA, JUNICHI; KANAZAWA, NOBUAKI
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 047666/0505 →
Priority Claims (1)
JP JP2016-133242 · Jul 5, 2016 · national
Continuity (2)
Continuation PCTJP2016085145 · Nov 28, 2016
Related Publication 20190100660A1 · Apr 4, 2019
Cited By (1)
US 12,565,085