Borate-based base generator, and base-reactive composition comprising such base generator

Patent metadata

Field	Value
Publication number	US-10100070-B2
Application number	US-201515114048-A
Country	US
Kind code	B2
Filing date	Jan 22, 2015
Priority date	Jan 24, 2014
Publication date	Oct 16, 2018
Grant date	Oct 16, 2018

Abstract

A compound capable of providing a composition having high storage stability without reacting with a base-reactive compound, even when stored in a mixed state with the base-reactive compound, as well as capable of generating a strong base by irradiation of light (active energy rays) or heating. A base generator comprises the compound and a base-reactive composition comprises the base generator and the base-reactive compound. The compound is represented by the general formula (A).

First claim

The invention claimed is:

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

wherein R 1 represents an alkyl group having 1 to 12 carbon atoms; an arylalkynyl group having 8 to 16 carbon atoms which may be substituted with a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an alkylthio group having 1 to 6 carbon atoms; an alkenyl group having 2 to 12 carbon atoms; a 2-furylethynyl group; a 2-thiophenylethynyl group; or a 2,6-dithianyl group; R 2 to R 4 each independently represent an alkyl group having 1 to 12 carbon atoms; an arylalkynyl group having 8 to 16 carbon atoms which may be substituted with a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an alkylthio group having 1 to 6 carbon atoms; an aryl group having 6 to 14 carbon atoms which may be substituted with a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an alkylthio group having 1 to 6 carbon atoms; a furanyl group; a thienyl group; or an N-alkyl-substituted pyrrolyl group; and Z + represents an ammonium cation having a biguanidium group.

2. The compound according to claim 1 , wherein the ammonium cation having, the biguanidium group, represented by Z + in the general formula (A), is an ammonium cation having a biguanidium group represented by the following general formula (B 2 )

wherein R 11 to R 15 and R 18 each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, R 16 and R 17 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 14 carbon atoms which may be substituted with a nitro group, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkylthio group having 1 to 6 carbon atoms, or a dialkylamino group having 1 to 12 carbon atoms; R 16 together with R 17 may form an alkylene group having 2 to 4 carbon atoms, and number of hydrogen atoms among R 11 to R 18 is 0 to 2.

3. The compound according to claim 1 , wherein R 1 in the general formula (A) is an alkyl group having 1 to 12 carbon atoms, or a phenylethynyl group which may be substituted with a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an alkylthio group having 1 to 6 carbon atoms, and all of R 2 to R 4 are the same phenyl group which may be substituted with a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an alkylthio group having 1 to 6 carbon atoms.

4. The compound according to claim 2 , wherein, in the compound represented by the general formula (B 2 ), R 11 to R 14 each independently represent an alkyl group having 1 to 12 carbon atoms, R 15 and R 18 each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, and R 16 and R 17 each independently represent an alkyl group having 1 to 12 carbon atoms, or a phenyl group substituted with only a nitro group or only an alkyl group having 1 to 6 carbon atoms, or R 16 together with R 17 may form an alkylene group having 2 to 4 carbon atoms.

5. The compound according to claim 1 , wherein the ammonium cation having the biguanidium group, represented by Z + in the general formula (A), is an ammonium cation having a biguanidium group represented by one of the following formula (B-4), (B-5), (B-6), (B-17), and (B-18):

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

7. A base-reactive composition comprising the base generator according to claim 6 and a base-reactive compound.

8. The base-reactive composition according to claim 7 , wherein the composition further comprises a sensitizer.

9. The base-reactive composition according to claim 7 , wherein the composition further comprises an organic solvent.

10. The base-reactive composition according to claim 7 , wherein the base-reactive compound is selected from the group consisting of an epoxy-based compound, a silicon-based compound, an isocyanate-based compound, and a polyamic acid-based compound.

Assignees

• Fujifilm Wako Pure Chemical Corp

Inventors

• Sakai Nobuhiko
• YANABA Kosuke

Classifications

• G03F7/0045

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

• C07F9/65848

  Cyclic amide derivatives of acids of phosphorus, in which two nitrogen atoms belong to the ring · CPC title

• C07F9/6584

  having one phosphorus atom as ring hetero atom · CPC title

• C07F5/027 Primary

  Organoboranes and organoborohydrides · CPC title

• C07C229/26 Primary

  having more than one amino group bound to the carbon skeleton, e.g. lysine · CPC title