IP Library Granted Patent US 11,667,806
Granted Patent B2
US 11,667,806 · App. 17/467,320 · Granted Jun 6, 2023

Low VOC and high solid fluoropolymer for coating applications

Inventors: Wanchao Jiang (Shanghai, CN); Rajiv Ratna Singh (Morris Plains, NJ); Gang Xu (Shanghai, CN); Siyuan Zhang (Shanghai, CN); Yun Lin (Shanghai, CN)
Assignee: HONEYWELL INTERNATIONAL INC.
C09D127/12B05D3/007G06Q40/123
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Quick Facts
Patent No.
US 11,667,806
App. No.
17/467,320
Granted
Jun 6, 2023
Kind
B2
Abstract

Methods of reducing the release of volatile organic compounds (VOCs) into the Earth's atmosphere during coating operations are provided, as well as a coating composition comprising a carrier and one or more fluorocopolymers. The carrier comprises VOC compounds and the one or more fluorocopolymers is produced by copolymerization of (1) a first monomer selected from the group consisting of hydrofluoroalkenes, (2) a second monomer comprising vinyl ester(s), and (3) a third monomer comprising vinyl ether(s), wherein at least a portion of the vinyl ether monomer is a hydroxyl group-containing vinyl ether, and wherein the one or more fluorocopolymers comprise at least about 70% by weight of the coating composition and the VOC portion of the carrier is not greater than about 30% by weight of the coating composition.

Claims (13)

1. A coating composition comprising:

(i) one or more fluorocopolymers formed by copolymerization of monomers comprising:

(1) from about 45 mol % to about 55 mol % of HFO-1234ze, (2A) from about 10 mol % to about 20 mol % of vinyl ester represented by the formula CH 2 ═CR 1 —O(C═O) x R 2 , wherein x is 1, R 1 is hydrogen and R 2 is an unsubstituted branched-chain alkyl group having 6 to 8 carbon atoms, wherein said alkyl group includes at least one tertiary or one quaternary carbon atom,

(2B) from about 10 mol % to about 20 mol % of vinyl ether represented by formula CH 2 ═CR 3 —OR 4 , wherein R 3 is hydrogen, R 4 is an unsubstituted straight-chain alkyl group having 1 to 3 carbon atoms, and

(3) from about 3 mol % to about 30 mol % of hydroxyalkyl vinyl ether represented by the formula CH 2 ═CR 3 —O—R 5 —OH, where R 3 is hydrogen and R 5 is a C2 to C12 unsubstituted straight-chain, branched-chain or alicyclic alkyl group; and

(ii) a carrier for said one or more fluorocopolymers, wherein said carrier comprises volatile organic compounds (VOCs),

wherein said coating composition comprises: (a) at least about 70% by weight of said one or more fluorocopolymers; (b) not greater than about 30% by weight of said carrier; (c) a volatile organic compound content of less than about 400 g/l; and (d) a viscosity of less than about 1900 mPa·s as measured by Ford Cup of at least 12 revolutions per minute (r/m).

2. The coating composition of claim 1 wherein said one or more fluorocopolymers have a number average molecular weight of from about 10,000 to about 14,000.

3. The coating composition of claim 1 wherein R 5 is a C2 to C12 unsubstituted straight-chain alkyl group.

4. The coating composition of claim 1 wherein R 5 is a C3 to C5 unsubstituted straight-chain, branched-chain or alicyclic alkyl group.

5. The coating composition of claim 4 wherein R 5 is a C3 to C5 unsubstituted straight-chain alkyl group.

6. The coating composition of claim 1 wherein the carrier comprises butyl acetate.

7. The coating composition of claim 1 wherein the carrier comprises a C2-C5 alkyl acetate.

Assignments (2)
SECURITY INTEREST Recorded Jan 12, 2026
From: SOLSTICE ADVANCED MATERIALS US, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074569/0260 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 18, 2023
From: JIANG, WANCHAO; SINGH, RAJIV R.; XU, GANG; ZHANG, SIYUAN; YUN, LIN
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 063358/0489 →