Base generator, base-reactive composition containing said base generator, and base generation method

Patent metadata

Field	Value
Publication number	US-2016122292-A1
Application number	US-201414901525-A
Country	US
Kind code	A1
Filing date	Jun 25, 2014
Priority date	Jun 28, 2013
Publication date	May 5, 2016
Grant date	—

Abstract

It is a subject of the present invention to provide a base generator which has high solubility to general-purpose organic solvents, can dissolve directly into a base-reactive compound, such as an epoxy-based compound, further is provided with both performance of high heat resistance and low nucleophilicity, and generates a strong base, a base-reactive composition comprising the base generator and a base-reactive compound, as well as a method for generating a base, etc.
The present invention relates to a compound represented by the general formula (A), a base generator comprising the compound, a base-reactive composition which comprises the base generator and a base-reactive compound, as well as a method for generating a base, etc.

(wherein R 1 to R 5 each independently represent a hydrogen atom; an alkyl group; an aryl group which may have a substituent; or an arylalkyl group which may have a substituent, R 6 represents a hydrogen atom; an alkyl group which may have a substituent; an alkenyl group; an alkynyl group; an aryl group which may have a substituent; or an arylalkyl group which may have a substituent, R 7 represents a hydrogen atom; an alkyl group which may have an amino group; an aryl group which may have a substituent; or an arylalkyl group which may have a substituent, and Z − represents an anion derived from a carboxylic acid having a specific structure.)

First claim

1 . A compound represented by the general formula (A):

wherein R 1 to R 5 each independently represent a hydrogen atom; an alkyl group having 1 to 12 carbon atoms; an aryl group having 6 to 14 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom and a nitro group; or an arylalkyl group having 7 to 15 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom and a nitro group, R 6 represents a hydrogen atom; an alkyl group having 1 to 12 carbon atoms which may have a substituent selected from the group consisting of an epoxy group, an alkoxycarbonyl group having 2 to 6 carbon atoms, a coumarinylcarbonyl group, an anthraquinonyl group, a xanthonyl group and a thioxanthonyl group; an alkenyl group having 2 to 12 carbon atoms; an alkynyl group having 2 to 12 carbon atoms; an aryl group having 6 to 14 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom and a nitro group; or an arylalkyl group having 7 to 15 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom and a nitro group, R 7 represents a hydrogen atom; an alkyl group having 1 to 12 carbon atoms which may have an amino group; an aryl group having 6 to 14 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom and a nitro group; or an arylalkyl group having 7 to 15 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom and a nitro group, and Z − represents an anion derived from a carboxylic acid represented by the general formula (B 1 ), (B 2 ), (B 3 ) or (B 4 );

wherein R 8 to R 16 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, an arylalkyl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen atom or a nitro group;

wherein R 17 to R 25 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, an arylalkyl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen atom or a nitro group, and Y represents an oxygen atom or a sulfur atom;

wherein R 26 to R 36 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, an arylalkyl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen atom or a nitro group, and two pieces of R may form a ring structure by binding to each other;

wherein R 37 to R 42 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, an arylalkyl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen atom or a nitro group, and two pieces of R may form a ring structure by binding to each other.

2 . The compound according to claim 1 , wherein the compound represented by the general formula (A) is a compound represented by the general formula (A′) or (A″):

wherein R 1′ to R 5′ each independently represent an alkyl group having 1 to 8 carbon atoms, R 6′ represents a hydrogen atom; an alkyl group having 1 to 6 carbon atoms which may have a substituent selected from the group consisting of an epoxy group, an alkoxycarbonyl group having 2 to 6 carbon atoms, a coumarinylcarbonyl group, an anthraquinonyl group, a xanthonyl group and a thioxanthonyl group; an alkenyl group having 2 to 6 carbon atoms; or an arylalkyl group having 7 to 15 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom and a nitro group, R 7′ represents an alkyl group having 1 to 8 carbon atoms which may have an amino group, and Z − is the same as described above;

wherein R 1′″ to R 4′″ each independently represent an alkyl group having 1 to 8 carbon atoms, R 5′″ represents an alkyl group having 1 to 10 carbon atoms; or an aryl group having 6 to 14 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom and a nitro group, R 7′″ represents an aryl group having 6 to 14 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom and a nitro group, and Z − is the same as described above.

3 . The compound according to claim 1 , wherein the anion derived from a carboxylic acid, represented by Z − in the general formula (A) is an anion represented by the general formula (B 1 ′), (B 2 ′), (B 3 ′) or (B 4 ′):

wherein R 8′ to R 16′ each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms;

wherein R 17′ to R 25′ each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and Y represents an oxygen atom or a sulfur atom;

wherein R 26′ , R 27′ , and R 29′ to R 36′ each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R 28′ represents a hydrogen atom or an alkoxy group having 1 to 4 carbon atoms;

wherein R 37′ to R 42′ each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

4 . The compound according to claim 1 , wherein the compound represented by the general formula (A) is a compound represented by the formula (1), (2), (3), (4), (5), (6), (7), (8), (9), (10), (11) or (12):

5 . A base generator comprising the compound accord

Assignees

• Wako Pure Chem Ind Ltd
• Univ Tokyo Science Foundation

Inventors

• Sakai Nobuhiko
• YANABA Kosuke
• Arimitsu Koji

Classifications

• C07C2603/24

  Anthracenes; Hydrogenated anthracenes · CPC title

• C07C2601/14

  The ring being saturated · CPC title

• C07D209/48

  with oxygen atoms in positions 1 and 3, e.g. phthalimide · CPC title

• C07C279/26 Primary

  X and Y being nitrogen atoms, i.e. biguanides · CPC title

• B01J19/123

  Ultraviolet light · CPC title