# US 9,518,009 B2 · Multifunctional nitrileoxide compound

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- Number: US 9,518,009 B2
- Document ID: US9518009B2
- Status: Granted
- Kind: B2
- Application number: 14/640,838
- Filed: 2015-03-06
- Published: 2015-09-10
- Granted: 2016-12-13
- Earliest claimed: 2014-03-07
- Assignees: Daikin Industries, Ltd.; Tokyo Institute of Technology
- Applicants: Daikin Industries, Ltd.; Tokyo Institute of Technology
- Inventors: Tadashi Kanbara; Tsuyoshi Noguchi; Haruhisa Masuda; Haruhiko Mouri; Toshikazu Takata; Satoshi Uchida; Yasuhito Koyama; ChenGang Wang; Shunsuke Monjiyama; Hiromitsu Sogawa
- Web page: https://patentgrep.com/patent/US9518009B2

## CPC

- C07C 291/06: Nitrile oxides
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The present invention provides a compound of the formula (I): wherein: R2 and R3 represent each independently a hydrogen atom or a hydrocarbon group; A represents an s-valent organic group; and s is an integer of 2-10. This nitrileoxide compound has stable and can be easily produced.

## Claims

### Claim 1

A compound of the formula (I):
wherein:
R2 and R3 represent each independently a hydrogen atom or a hydrocarbon group;
A represents an s-valent organic group; and
s is an integer of 2-10.

### Claim 2 (depends on 1)

The compound as claimed in claim 1 wherein s is 2 or 3.

### Claim 3 (depends on 1)

The compound as claimed in claim 1 which is represented by the formula (II):
wherein:
R2 and R3 represent each independently a hydrogen atom or a hydrocarbon group; and
R4 represents a di-valent hydrocarbon group;
provided that each of R2, R3 and R4 binds to a carbon atom to which a nitrileoxide is attached at a carbon atom thereof.

### Claim 4 (depends on 1)

The compound as claimed in claim 1 wherein R2 and R3 are each independently a hydrogen atom, or an alkyl group, a cycloalkyl group, a heterocycloalkyl group, an aryl group, a heteroaryl group or a (poly)alkylether group which may have one or more substituents.

### Claim 5 (depends on 1)

The compound as claimed in claim 1 wherein at least one of R2 and R3 is an aryl group, a tert-alkyl group, a sec-alkyl group or a (poly)alkylether group which may be substituted by one or more substituents.

### Claim 6 (depends on 3)

The compound as claimed in claim 3 wherein R4 is a group of the formula:
—R4c—R4b—R4a—R4b—R4c—
wherein:
R4a represents an alkylene group or a di-valent (poly)alkylether group which may have one or more substituents;
R4b represents each independently a bond, an oxygen atom, or an alkylene group which may have one or more substituents; and
R4c represents each independently a bond, or an alkylene group, a cycloalkylene group or an arylene group which may have one or more substituents.

### Claim 7 (depends on 6)

The compound as claimed in claim 6 wherein R4b is —OCO— or —COO—.

### Claim 8 (depends on 3)

The compound as claimed in claim 3 wherein R4 is a group of the formula:
—R4c—O—R4a—O—R4c—
wherein:
R4a represents an alkylene group or a di-valent (poly)alkylether group which may be substituted by one or more substituents; and
R4c represents an arylene group.

### Claim 9 (depends on 1)

The compound as claimed in claim 1 which is represented by the formula (III):
wherein:
R7 represents a tri-valent organic group;
R2 and R3 represent each independently a hydrogen atom or a hydrocarbon group; and
Link represents a bond or a di-valent group;
provided that each of R2, R3 and Link binds to a carbon atom to which a nitrileoxide is attached at a carbon atom thereof.

### Claim 10 (depends on 9)

The compound as claimed in claim 9 wherein Link represents —R4a—, —R4b— or —R4c—, or a group in which two or more of —R4a—, —R4b— and —R4c— are linked:
wherein R4a represents an alkylene group or a di-valent (poly)alkylether group which may have one or more substituents;
R4b represents each independently a bond, an oxygen atom, or an alkylene group which may have one or more substituents; and
R4c represents each independently a bond, or an alkylene group, a cycloalkylene group or an arylene group which may have one or more substituents.

### Claim 11 (depends on 9)

The compound as claimed in claim 9 wherein the Link is an oxygen atom, a sulfur atom, an alkylene group, an alkyleneoxy group, an alkylenedioxy group, a carbonyl group, —O—CO—, —CO—O—, —O—CO—O—, —NR—, —C(O)NR—, —NR—CO—NR— (wherein R is a hydrogen atom or an alkyl group or an aryl group which may have one or more substituents), an arylene group, an aryleneoxy group, an arylenedioxy group, or a group in which two or more of them are linked.

### Claim 12 (depends on 9)

The compound as claimed in claim 9 wherein R7 is C(R) (R is a hydrogen atom or an alkyl group which may be substituted by a fluorine atom), a nitrogen atom, an optionally substituted silicon atom, or a tri-valent aromatic ring which may have a heteroatom as a ring member atom.

### Claim 13 (depends on 1)

A composition comprising one or more compounds as claimed in claim 1.

### Claim 14 (depends on 1)

A composition for applying to a material containing a group reactive with a nitrileoxide group, which comprises one or more compounds as claimed in claim 1.

### Claim 15 (depends on 13)

The composition as claimed in claim 13 which is a cross-linking agent.

### Claim 16 (depends on 13)

The composition as claimed in claim 13 which is a raw material of for a liquid rubber.

### Claim 17 (depends on 15)

A composite of two or more compounds which are treated with the cross-linking agent as claimed in claim 15.

### Claim 18 (depends on 16)

A liquid rubber produced by using the composition as claimed in claim 16.
