IP Library › Granted Patent US 11,370,869
Granted Patent B2
US 11,370,869 · App. 17/265,025 · Granted Jun 28, 2022

Ultraviolet curable silicone composition for stereolithography and cured product of same

Inventors: Kohei Otake (Annaka, JP); Nobuaki Matsumoto (Annaka, JP); Taichi Kitagawa (Annaka, JP); Toshiyuki Ozai (Annaka, JP); Atsushi Yaginuma (Annaka, JP)
Assignee: SHIN-ETSU CHEMICAL CO., LTD.
C08F290/148B29C64/112B33Y70/00C08F2/50
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Quick Facts
Patent No.
US 11,370,869
App. No.
17/265,025
Granted
Jun 28, 2022
Kind
B2
Abstract

According to the present invention, an ultraviolet curable silicone composition for stereolithography, which contains (A) an organopolysiloxane that has two groups represented by formula (1) (wherein each R 1 independently represents a monovalent hydrocarbon group having 1-20 carbon atoms; R 2 represents an oxygen atom or the like; R 3 represents an acryloyloxyalkyl group or the like; p represents a number satisfying 0≤p≤10; and a represents a number satisfying 1≤a≤3) in each molecule, (B) an organopolysiloxane resin that is composed of (a) a unit represented by formula (2) (wherein R 1 -R 3 , a and p are as defined above), (b) an R 4 3 SiO 1/2 unit (wherein each R 4 independently represents a monovalent hydrocarbon group having 1-10 carbon atoms) and (c) an SiO 4/2 unit, and wherein the molar ratio of the total of the unit (a) and the unit (b) to the unit (c) is within the range of 0.6-1.2:1 and (C) a photopolymerization initiator has a viscosity that is applicable to a stereolithography system such as lifting system and forms a cured product which has excellent physical properties of rubber.

Claims (26)

1. An ultraviolet-curable silicone composition for stereolithography, comprising:

(A) 100 parts by weight of an organopolysiloxane having two groups of formula (1) below per molecule

wherein each R 1 is independently a monovalent hydrocarbon group of 1 to 20 carbon atoms, R 2 is an oxygen atom or an alkylene group of 1 to 20 carbon atoms, each R 3 is independently an acryloyloxyalkyl group, methacryloyloxyalkyl groups, acryloyloxyalkyloxy group or methacryloyloxyalkyloxy group, “p” is a number that satisfies 0≤p≤10, and “a” is a number that satisfies 1≤a≤3;

(B) from 5 to 200 parts by weight of an organopolysiloxane resin consisting of (a) units of formula (2) below

wherein R 1 , R 2 , R 3 , “a” and “p” are as defined above, (b) R 4 3 SiO 1/2 units, wherein each R 4 is independently a monovalent hydrocarbon group of 1 to 10 carbon atoms, and (c) SiO 4/2 units, wherein (b) comprises ViMe 2 SiO 1/2 units wherein Me represents a methyl group and Vi represents a vinyl group, the molar ratio of the sum of (a) units and (b) units to (c) units being in the range of 0.6:1 to 1.2:1; and

(C) from 0.01 to 20 parts by weight of a photopolymerization initiator.

2. The ultraviolet-curable silicone composition for stereolithography of claim 1 which has a viscosity at 23° C. of not more than 10,000 mPa·s.

3. The ultraviolet-curable silicone composition for stereolithography of claim 1 , further comprising (D) from 0.01 to 20 parts by weight of an ultraviolet absorber having a light absorption at wavelengths of 360 to 410 nm.

4. The ultraviolet-curable silicone composition for stereolithography of claim 1 , further comprising (E) from 0.01 to 20 parts by weight of a colorant.

5. A cured product of the ultraviolet-curable silicone composition for stereolithography of claim 1 .

6. The ultraviolet-curable silicone composition for stereolithography of claim 2 , further comprising (D) from 0.01 to 20 parts by weight of an ultraviolet absorber having a light absorption at wavelengths of 360 to 410 nm.

7. The ultraviolet-curable silicone composition for stereolithography of claim 2 , further comprising (E) from 0.01 to 20 parts by weight of a colorant.

8. An ultraviolet-curable silicone composition for stereolithography, comprising:

(A) 100 parts by weight of an organopolysiloxane having two groups of formula (1) below per molecule

wherein each R 1 is independently a monovalent hydrocarbon group of 1 to 20 carbon atoms, R 2 is an oxygen atom or an alkylene group of 1 to 20 carbon atoms, each R 3 is independently an acryloyloxyalkyl group, methacryloyloxyalkyl groups, acryloyloxyalkyloxy group or methacryloyloxyalkyloxy group, “p” is a number that satisfies 0≤p≤10, and “a” is a number that satisfies 1≤a≤3;

(B) from 5 to 200 parts by weight of an organopolysiloxane resin consisting of (a) units of formula (2) below

wherein R 1 , R 2 , R 3 , “a” and “p” are as defined above, (b) R 4 3 SiO 1/2 units, wherein each R 4 is independently a monovalent hydrocarbon group of 1 to 10 carbon atoms, and (c) SiO 4/2 units, the molar ratio of the sum of (a) units and (b) units to (c) units being in the range of 0.6:1 to 1.2:1;

(C) from 0.01 to 20 parts by weight of a photopolymerization initiator; and

(D) from 0.01 to 20 parts by weight of an ultraviolet absorber having a light absorption at wavelengths of 360 to 410 nm.

9. An ultraviolet-curable silicone composition for stereolithography, comprising:

(A) 100 parts by weight of an organopolysiloxane having two groups of formula (1) below per molecule

wherein each R 1 is independently a monovalent hydrocarbon group of 1 to 20 carbon atoms, R 2 is an oxygen atom or an alkylene group of 1 to 20 carbon atoms, each R 3 is independently an acryloyloxyalkyl group, methacryloyloxyalkyl groups, acryloyloxyalkyloxy group or methacryloyloxyalkyloxy group, “p” is a number that satisfies 0≤p≤10, and “a” is a number that satisfies 1≤a≤3;

(B) from 5 to 200 parts by weight of an organopolysiloxane resin consisting of (a) units of formula (2) below

wherein R 1 , R 2 , R 3 , “a” and “p” are as defined above, (b) R 4 3 SiO 1/2 units, wherein each R 4 is independently selected from the group consisting of aryl groups of 6 to 10 carbon atoms, aralkyl groups of 7 to 10 carbon atoms, and alkenyl groups of 2 to 6 carbon atoms, and (c) SiO 4/2 units, the molar ratio of the sum of (a) units and (b) units to (c) units being in the range of 0.6:1 to 1.2:1; and

(C) from 0.01 to 20 parts by weight of a photopolymerization initiator.

10. The ultraviolet-curable silicone composition for stereolithography of claim 1 , wherein the molar ratio of (a) units to (b) units is from 0.25:1 to 0.025:1.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2021
From: OTAKE, KOHEI; MATSUMOTO, NOBUAKI; KITAGAWA, TAICHI; OZAI, TOSHIYUKI; YAGINUMA, ATSUSHI
To: SHIN-ETSU CHEMICAL CO., LTD.
Reel/Frame 055100/0894 →
Priority Claims (1)
JP JP2018-145905 · Aug 2, 2018 · national
Continuity (1)
Related Publication 20210309782A1 · Oct 7, 2021