IP Library Granted Patent US 7,625,986
Granted Patent B2
US 7,625,986 · App. 10/581,422 · Granted Dec 1, 2009

Additional-curable organopolysiloxane resin composition and an optical material

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Quick Facts
Patent No.
US 7,625,986
App. No.
10/581,422
Granted
Dec 1, 2009
Kind
B2
Abstract

An addition-curable organopolysiloxane resin composition having, in a state of cued body, a hardness of 60 to 100 at 25 degree C. and 40 to 100 at 150 degree C. as measured in accordance with the provisions of ASTM D2240-86, said composition comprising: (A) 100 parts by weight of an organopolysiloxane resin comprised of at least alkenyl groups and phenyl groups; (B) 10 to 50 parts by weight of an organooligosiloxane comprised of at least alkeyl groups and phenyl groups; (C) 20 to 100 parts by weight of an organohydrogenoligosiloxane of organohydrogenpolysiloxane; and (D) an addition-reaction catalyst in a catalytic quantity; an optical material that is comprised of a cured body produced from aforementioned components (A), (B), and (C) and possesses the aforementioned characteristics.

Claims (35)

1. An addition-curable organopolysiloxane resin composition having, in a state of a cured body, a hardness of 60 to 100 at 25° C. and of 40 to 100 at 150° C. as measured in accordance with the provisions of ASTM D2240-86, said composition comprising:

(A) 100 parts by weight of an organopolysiloxane resin represented by the following average compositional formula:

R 1 a R 2 b SiO (4−a−b)/2   (1)

where R 1 designates alkenyl groups with 2 to 10 carbon atoms, R 2 designates substituted or non-substituted univalent hydrocarbon groups (except for alkenyl groups), at least 50 mole % of R 2 is comprised of phenyl groups; “a” is within the range of 0.09 to 0.16, and “b” is within the range of 1.00 to 1.20, said organopolysiloxane resin being comprised of at least alkenyl groups and phenyl groups and having a weight-average molecular weight, with polystyrene as reference and determined by gel chromatography, equal to or exceeding 3000;

(B) 10 to 50 parts by weight of an organooligosiloxane represented by the following average compositional formula:

R 3 c R 4 d SiO (4−c−d)/2   (2)

where R 3 designates alkenyl groups with 2 to 10 carbon atoms, R 4 designates substituted or non-substituted univalent hydrocarbon groups (except for alkenyl groups), at least 10 mole % of R 4 is comprised of phenyl groups; “c” is within the range of 0.60 to 0.80, and “d” is within the range of 1.50 to 2.10, said organooligosiloxane being comprised of at least alkenyl groups and phenyl groups;

(C) 20 to 100 parts by weight of an organohydrogenoligosiloxane or organohydrogenpolysiloxane represented by the following average compositional formula:

H e R 5 f SiO (4−e−f)/2   (3)

where R 5 designates substituted or non-substituted univalent hydrocarbon groups (except for alkenyl groups), at least 20 mole % of R 5 is comprised of phenyl groups; “e” is within the range of 0.35 to 0.65, and “f” is within the range of 0.90 to 1.70; and

(D) an addition-reaction catalyst in a catalytic quantity.

2. The addition-curable organopolysiloxane resin composition of claim 1 , wherein: in said average compositional formula (1), “a” is within the range of 0.10 to 0.15, and “b” is within the range of 1.00 to 1.15; in said average compositional formula (2), “c” is within the range of 0.60 to 0.80, and “d” is within the range of 1.50 to 2.00; and in said average compositional formula (3), “e” is within the range of 0.35 to 0.65, and “f” is within the range of 1.30 to 1.70.

3. The addition-curable organopolysiloxane resin composition according to claim 1 , wherein component (B) is an organooligosiloxane expressed by the following formula:

(R 7 R 8 2 SiO) g SiR 8 (4−g)   (4)

where R 7 designates alkenyl groups with 2 to 10 carbon atoms, R 8 , each independently, designate substituted or non-substituted univalent hydrocarbon groups (except for alkenyl groups), at least 10 mole % of R 8 is comprised of phenyl groups; and “g” is 2 or 3, said organooligosiloxane being comprised of at least alkenyl groups and phenyl groups.

4. An optical material that comprises a cured body obtained by curing the following components via an addition reaction:

(A) 100 parts by weight of an organopolysiloxane resin represented by the following average compositional formula:

R 1 a R 2 b SiO (4−a−b)/ 2  (1)

where R 1 designates alkenyl groups with 2 to 10 carbon atoms, R 2 designates substituted or non-substituted univalent hydrocarbon groups (except for alkenyl groups), at least 50 mole % of R 2 is comprised of phenyl groups; “a” is within the range of 0.09 to 0.16, and “b” is within the range of 1.00 to 1.20, said organopolysiloxane resin being comprised of at least alkenyl groups and phenyl groups and having a weight-average molecular weight, with polystyrene as reference and determined by gel chromatography, equal to or exceeding 3000;

(B) 10 to 50 parts by weight of an organooligosiloxane represented by the following average compositional formula:

R 3 c R 4 d SiO (4−c−d )/2  (2)

where R 3 designates alkenyl groups with 2 to 10 carbon atoms, R 4 designates substituted or non-substituted univalent hydrocarbon groups (except for alkenyl groups), at least 10 mole % of R 4 is comprised of phenyl groups; “c” is within the range of 0.60 to 0.80, and “d” is within the range of 1.50 to 2.10, said organooligosiloxane being comprised of at least alkenyl groups and phenyl groups;

(C) 20 to 100 parts by weight of an organohydrogenoligosiloxane or organohydrogenpolysiloxane represented by the following average compositional formula:

H e R 5 f SiO (4−e−f)/2)   (3)

where R 5 designates substituted or non-substituted univalent hydrocarbon groups (except for alkenyl groups), at least 20 mole % of R 5 is comprised of phenyl groups; “e” is within the range of 0.35 to 0.65, and “f” is within the range of 0.90 to 1.70; said cured body having a hardness of 60 to 100 at 25° C. and 40 to 100 at 150° C. as measured in accordance with the provisions of ASTM D2240-86.

5. The optical material according to claim 4 , wherein “a” in said average compositional formula (1) is within the range of 0.10 to 0.15, “b” is within the range of 1.00 to 1.15, wherein “c” in said average compositional formula (2) is within the range of 0.60 to 0.80, “d” is within the range of 1.50 to 2.00, and wherein “e” in said average compositional formula (3) is within the range of 0.35 and 0.65, and “f” is within the range of 1.30 to 1.70.

6. The optical material according to claim 4 , wherein component (B) is an organooligosiloxane expressed by the following formula:

(R 7 R 8 2 SiO) g SiR 8 (4−g)   (4)

where R 7 designates alkenyl groups with 2 to 10 carbon atoms, R 8 , each independently, may designate substituted or non-substituted univalent hydrocarbon groups (except for alkenyl groups), at least 10 mole % of R 8 is comprised of phenyl groups; and “g” is 2 or 3, said organooligosiloxane being comprised of at least alkenyl groups and phenyl groups.

7. The addition-curable organopolysiloxane resin composition according to claim 2 , wherein component (B) is an organooligosiloxane expressed by the following formula:

(R 7 R 8 2 SiO) g SiR 8 (4−g)   (4)

where R 7 designates alkenyl groups with 2 to 10 carbon atoms, R 8 , each independently, designate substituted or non-substituted univalent hydrocarbon groups (except for alkenyl groups), at least 10 mole % of R 8 is comprised of phenyl groups; and “g” is 2 or 3, said organooligosiloxane being comprised of at least alkenyl groups and phenyl groups.

8. The optical material according to claim 5 , wherein component (B) is an organooligosiloxane expressed by the following formula:

(R 7 R 8 2 SiO) g SiR 8 (4−g)   (4)

where R 7 designates alkenyl groups with 2 to 10 carbon atoms, R 8 , each independently, may designate substituted or non-substituted univalent hydrocarbon groups (except for alkenyl groups), at least 10 mole % of R 8 being comprised of phenyl groups; and “g” is 2 or 3), said organooligosiloxane being comprised of at least alkenyl groups and phenyl groups.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2019
From: DOW CORNING TORAY CO., LTD.
To: DOW TORAY CO., LTD.
Reel/Frame 051322/0925 →
CHANGE OF NAME Recorded Mar 7, 2018
From: DOW CORNING CORPORATION
To: DOW SILICONES CORPORATION
Reel/Frame 045515/0548 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 21, 2007
From: YOSHITAKE, MAKOTO; NAKANISHI, KOJI; NAKASHIMA, HISATAKA; KOBAYASHI, HIDEKI; MURAKAMI, MASASHI; TAKEUCHI, KASUMI
To: DOW CORNING CORPORATION; DOW CORNING TORAY COMPANY, LTD.
Reel/Frame 019042/0538 →