Granted Patent B2

US 12,209,062 · App. 17/104,957 · Granted Jan 28, 2025

Inventors: Toshikazu Takata (Tokyo, JP); Hiromitsu Sogawa (Tokyo, JP); Tadashi Kanbara (Osaka, JP); Tsuyoshi Noguchi (Osaka, JP)

Assignees: TOKYO INSTITUTE OF TECHNOLOGY; DAIKIN INDUSTRIES, LTD.

C07C291/06C03C17/28C07C205/31C07C255/64C07C323/03C07C323/47C07C331/20C09D5/00C03C2217/76

Abstract

Claims (75)

1. A compound represented by formula (I):

wherein

Rf 1 is a monovalent or divalent perfluoropolyether group;

R 2 and R 3 are each independently at each occurrence a hydrogen atom or a hydrocarbon group;

R 4 is each independently at each occurrence —S—, —NR 7 —, or —O—P(═O) (OR 8 )—;

R 5 is each independently at each occurrence:

wherein

R 6 is a divalent organic group;

R 11 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

R 12 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

R 13 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; and

R 14 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

R 7 is each independently at each occurrence a hydrogen atom or a hydrocarbon group;

R 8 is each independently at each occurrence a hydrocarbon group; and

s is 1 or 2.

2. The compound according to claim 1 , wherein R 4 is —S—.

3. The compound according to claim 1 , wherein R 6 is an alkylene group, or an alkyleneoxy group.

4. A compound represented by formula (II):

wherein

Rf 1 is a monovalent or divalent perfluoropolyether group;

R 2 and R 3 each independently at each occurrence is a hydrogen atom or a hydrocarbon group;

R 4 is each independently at each occurrence —S—, —NR 7 —, or —O—P(═O) (OR 8 )—;

R 5 is each independently at each occurrence:

wherein

R 6 is a divalent organic group;

R 11 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

R 12 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

R 13 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; and

R 14 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

R 7 is each independently at each occurrence a hydrogen atom or a hydrocarbon group;

R 8 is each independently at each occurrence a hydrocarbon group; and

s is 1 or 2.

5. A composition comprising one or more compounds according to claim 1 for being applied to a material comprising a group having reactivity with a nitrile oxide group.

6. A compound represented by formula (I):

wherein

Rf 1 is a monovalent or divalent perfluoropolyether group;

R 2 and R 3 are each independently at each occurrence a hydrogen atom or a hydrocarbon group;

R 4 is —O—;

R 5 is each independently at each occurrence:

wherein

R 6 is

—R 16 —

—R 16 ′—R 18 —, or

—R 16 —R 18 —R 16 —

wherein

R 16 is an alkylene group having 1 to 20 carbon atoms,

R 16 ′ is a branched alkylene group having 3 to 20 carbon atoms, and

R 18 is an oxygen atom;

R 11 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

R 12 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

R 13 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; and

R 14 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

and

s is 1 or 2.

7. A compound represented by formula (II):

wherein

Rf 1 is a monovalent or divalent perfluoropolyether group;

R 2 and R 3 each independently at each occurrence is a hydrogen atom or a hydrocarbon group;

R 4 is —O—;

R 5 is each independently at each occurrence:

wherein

R 6 is

—R 16 —

—R 16 ′—R 18 —, or

R 16 —R 18 —R 16 —

wherein

R 16 is an alkylene group having 1 to 20 carbon atoms,

R 16 ′ is a branched alkylene group having 3 to 20 carbon atoms, and

R 18 is an oxygen atom;

R 11 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

R 12 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

R 13 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; and

R 14 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;

and

s is 1 or 2.

Assignments (2)

Priority Claims (1)

Continuity (2)

References Cited (15)