IP Library Granted Patent US 9,933,701
Granted Patent B2
US 9,933,701 · App. 15/100,503 · Granted Apr 3, 2018

Photobase generator

Inventors: Takuya Ikeda (Kyoto, JP); Atsushi Shiraishi (Kyoto, JP)
Assignee: SAN APRO LTD.
G03F7/0045C07C279/04C07D233/54C07D233/58C07D233/60C07D335/16C07D409/06C07D487/04C07F5/02C07F5/027C07F9/065C07F9/5721G03F7/038
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,933,701
App. No.
15/100,503
Granted
Apr 3, 2018
Kind
B2
Abstract

Provided are a photobase generator having higher sensitivity to light than do conventional photobase generators, and a photosensitive resin composition containing the photobase generator. The present invention is a photobase generator characterized in containing a salt represented by general formula (1). (In formula (1), R 1 -R 4 are mutually independent groups represented by general formula (2), C1-18 alkyl groups, or Ar, with at least one being a group represented by general formula (2); in formula (2), (D) is a divalent group bonded on at least one side to elemental boron, and Ar 1 is the same as the aforementioned Ar; and Q + is a monovalent onium cation.)

Claims (14)

1. A photobase generator, comprising a salt represented by general formula (3):

[wherein in general formula (3), R 1 to R 4 independently represent a group represented by general formula (2) below, an alkyl group having 1 to 18 carbon atoms or Ar, wherein at least one of R 1 to R 4 represents a group represented by general formula (2) below, Ar represents an aryl group having 6 to 14 carbon atoms (excluding carbon atoms contained in a substituent as mentioned below), some of hydrogen atoms in the aryl group may be independently substituted by an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an alkynyl group having 2 to 18 carbon atoms, an aryl group having 6 to 14 carbon atoms, a nitro group, a hydroxyl group, a cyano group, an alkoxy group or aryloxy group represented by —OR 39 , an acyl group represented by R 40 CO—, an acyloxy group represented by R 41 COO—, an alkylthio group or arylthio group represented by —SR 42 , an amino group represented by —NR 43 R 44 , or a halogen atom, R 39 to R 42 independently represent an alkyl group having 1 to 8 carbon atoms or an aryl group having 6 to 14 carbon atoms, and R 43 and R 44 independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or an aryl group having 6 to 14 carbon atoms; in formula (2), (D) represents a divalent group having at least one bond through which a boron element is bonded, and Ar 1 is the same as the above-mentioned Ar;

Y + represents an ammonio group represented by any one of general formulas (4) to (6) and (8) below; in formula (4), R 5 to R 8 independently represent a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms or an aryl group having 6 to 14 carbon atoms, and may be bonded to one another to form a ring structure; in formula (5), R 9 to R 15 independently represent a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms or an aryl group having 6 to 14 carbon atoms, and may be bonded to one another to form a ring structure, and p represents an integer of 0 to 6; in formula (6), R 16 to R 18 independently represent a hydrogen atom, an alkyl group having 1 to 18 carbon atoms or an aryl group having 6 to 14 carbon atoms, and may be bonded to one another to form a ring structure, R′ represents a group represented by general formula (7), and q represents an integer of 0 to 3; in formula (7), R 19 to R 24 independently represent a hydrogen atom, an alkyl group having 1 to 18 carbon atoms or an aryl group having 6 to 14 carbon atoms, and may be bonded to one another to form a ring structure; in formula (8), R 25 to R 27 independently represent a hydrogen atom, an alkyl group having 1 to 18 carbon atoms or an aryl group having 6 to 14 carbon atoms, and may be bonded to one another to form a ring structure; and

E represents a group represented by general formula (9) below, R 28 to R 32 independently represent hydrogen atom, an alkyl group having 1 to 18 carbon atoms, a nitro group, a hydroxyl group, a cyano group, an alkoxy group represented by —OR 39 , an acyl group represented by R 40 CO—, an acyloxy group represented by R 41 COO—, an alkylthio group represented by —SR 42 , an amino group represented by —NR 43 R 44 or a halogen atom, R 28 to R 32 may be the same as or different from one another and may be bonded to one another to form a ring structure, in general formula (9), (G) represents a divalent group represented by general formula (10) or general formula (11), and R 33 to R 36 independently represent a hydrogen atom, an alkyl group having 1 to 18 carbon atoms or an aryl group having 6 to 14 carbon atoms, and may be the same as or different from one another,]

-(D)-Ar 1   (2)

2. The photobase generator according to claim 1 , wherein an absorption wavelength which Ar as one of R 1 to R 4 in general formula (1) has and an absorption wavelength which Ar 1 in general formula (2) has satisfy an inequality of Ar<Ar 1 .

3. The photobase generator according to claim 1 , wherein Ar as one of R 1 to R 4 in general formula (1) represents a phenyl group or a naphthyl group.

4. The photobase generator according to claim 1 , wherein Y + in general formula (3) represents an ammonio group selected from the group of general formulas (12) to (18) below:

[wherein in formula (18), R 37 represents an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms or an aryl group having 6 to 14 carbon atoms, R 38 represents an alkyl group having 1 to 18 carbon atoms, and R 37 and R 38 may be bonded to each other to form a ring structure].

5. A photocurable composition, comprising the photobase generator according to claim 1 and a basic reactive compound.

6. A cured product obtained by curing the photocurable composition according to claim 5 .

7. The photobase generator according to claim 1 , wherein Y + represents an ammonio group represented by any one of general formulas (4) to (6).

8. The photobase generator according to claim 1 , wherein the divalent group of the (D) is selected from an ether, a sulfide, a ketone, an imine, a sulfoxide, a sulfone, an amide, an imide, a carboxylic acid ester, a thiocarboxylic acid ester, a carbonate ester, an acid anhydride, a urea, a thiourea, an acetal, a thioacetal, a carbodiimide, a carbamoyl, a thiocarbamoyl, a silylene and a siloxy, an alkylene having 1 to 18 carbon atoms which may have a substituent, an alkenylene having 2 to 18 carbon atoms, an alkynylene having 2 to 18 carbon atoms, and an arylene having 6 to 14 carbon atoms which may contain a hetero atom.

9. The photobase generator according to claim 1 , wherein the divalent group of the (D) is selected from an alkylene having 1 to 18 carbon atoms, an arylene with 6 to 14 carbon atoms which may contain a hetero atom, ether, a sulfide and a carboxylic acid ester.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 31, 2016
From: IKEDA, TAKUYA; SHIRAISHI, ATSUSHI
To: SAN APRO LTD.
Reel/Frame 038752/0091 →
Priority Claims (1)
JP 2013-250937 · Dec 4, 2013 · national
Continuity (1)
Related Publication 20160299429A1 · Oct 13, 2016