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

Patent metadata

Field	Value
Publication number	US-10428014-B2
Application number	US-201414901525-A
Country	US
Kind code	B2
Filing date	Jun 25, 2014
Priority date	Jun 28, 2013
Publication date	Oct 1, 2019
Grant date	Oct 1, 2019

Abstract

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.

First claim

The invention claimed is:

1. A compound of formula (A′) or (A″):

wherein R 1′ to R 5′ each independently is an alkyl group having 1 to 8 carbon atoms, R 6′ is 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′ is an alkyl group having 1 to 8 carbon atoms which may have an amino group, and Z − is an anion derived from a carboxylic acid of formula (B 1 ), (B 2 ), (B 3 ) or (B 4 );

wherein R 8 to R 16 each independently is 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 is 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 is an oxygen atom or a sulfur atom;

wherein R 26 to R 36 each independently is 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 is 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 1′″ to R 4′″ each independently is an alkyl group having 1 to 8 carbon atoms, R 5′″ is 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′″ is 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.

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

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

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

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

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

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

4. A base generator comprising the compound according to claim 1 .

5. The base generator according to claim 4 , which is a base generator generating a base by irradiation of active energy ray.

6. A base-reactive composition, which comprises the base generator according to claim 4 and a base-reactive compound, wherein the base reactive compound is a compound selected from the group consisting of an epoxy-based compound, a silicon-based compound, an isocyanate-based compound, and a polyamic acid-based compound.

7. The base-reactive composition according to claim 6 , wherein the composition is a composition further comprising an organic solvent.

8. A method for generating a base, which comprises irradiating active energy ray having a wavelength of 100 to 700 nm to the compound according to claim 1 for an irradiation time of 0.01 to 1,000 seconds.

Assignees

• Fujifilm Wako Pure Chemical Corp
• Univ Tokyo Science Found

Inventors

• Sakai Nobuhiko
• YANABA Kosuke
• Arimitsu Koji

Classifications

• C07C2603/24

  Anthracenes; Hydrogenated anthracenes · CPC title

• C07C2601/14

  The ring being saturated · CPC title

• C07C65/28

  having unsaturation outside the aromatic rings · CPC title

• G03F7/0045

  with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors · CPC title

• C07C279/26 Primary

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