IP Library › Granted Patent US 11,608,415
Granted Patent B2
US 11,608,415 · App. 16/440,347 · Granted Mar 21, 2023

Polyorganosiloxane, polyorganosiloxane composition, cured product, polyorganosiloxane-containing electrolytic solution for electrolytic capacitor, and electrolytic capacitor using same

Inventors: Takumi Watanabe (Chiyoda-ku, JP); Noriaki Terada (Chiyoda-ku, JP); Tsuyoshi Nagasaka (Chiyoda-ku, JP); Shogo Koga (Chiyoda-ku, JP); Kazuma Inoue (Chiyoda-ku, JP); Kazunari Matsumura (Chiyoda-ku, JP); Naomi Fujimori (Chiyoda-ku, JP); Hiroo Miyauchi (Chiyoda-ku, JP); Akemi Hosokawa (Chiyoda-ku, JP)
Assignee: MITSUBISHI CHEMICAL CORPORATION
C08G77/20C08G77/06C08G77/12C08G77/18H01G9/035H01G9/045C08G77/70
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 11,608,415
App. No.
16/440,347
Granted
Mar 21, 2023
Kind
B2
Abstract

Provided are a polyorganosiloxane high in elasticity, high in strength and the like. The polyorganosiloxane is a polyorganosiloxane including an M unit (R 1 R 2 R 3 SiO 1/2 ) at a content of 10% by mol or more relative to the total of silicon and a T unit (R 6 SiO 3/2 ) at a content of 80% by mol or less relative to the total of silicon, the polyorganosiloxane having an alkoxy group bound and a reactive functional group bound to silicon, wherein the polyorganosiloxane has the alkoxy group bound at a content of 0.07 to 4% by weight based on the total weight of the polyorganosiloxane and has 3 to 12 of the reactive functional groups bound on a number basis per a molecular weight of 1000 of the polyorganosiloxane, and the weight loss of the polyorganosiloxane in heating at 110° C. under a reduced pressure of 0.15 torr for 2 hours is 5% by weight or less.

Claims (66)

1. A polyorganosiloxane of formula (1)

(R 1 R 2 R 3 SiO 1/2 ) a (R 4 R 5 SiO 2/2 ) b (R 6 SiO 3/2 ) c (SiO 4/2 ) d (O 1/2 R 7 ) e (O 1/2 H) f   (1),

R 4 R 5 O 2/2 being a unit D, R 1 R 2 R 3 SiO 1/2 being a unit M, and R 6 SiO 3/2 being a unit T,

wherein, relative to total silicon moles,

a+b+c+d=1,

a≥0.1,

b≤0.3,

c≤0.8,

c+d≥0.1, and

e+f≤1.0,

wherein the polyorganosiloxane comprises an alkoxy group bound to silicon and a reactive functional group bound to silicon, other than an alkoxy group,

wherein the alkoxy group is present in the polyorganosiloxane at a content in a range of from 0.07 to 4% by weight based on total polyorganosiloxane weight,

wherein the polyorganosiloxane comprises 3 to 12 of the reactive functional group on a number basis per a molecular weight of 1000 of the polyorganosiloxane,

wherein the polyorganosiloxane has a weight loss in heating at 110° C. under a pressure of 0.15 ton for 2 hours of 5% by weight or less,

wherein R 1 to R 6 are each independently an organic functional group other than an alkoxy group and a hydroxyl group, or a hydrogen atom,

wherein R 7 is an organic group having 1 to 7 carbon atoms,

wherein the reactive functional group is optionally branched and/or cyclic, and

wherein the reactive functional group comprises an alkenyl group, a methacryloyl group, an acryloyl group, an acyl group, a cyclic ether group, a hydrogen atom taken together with silicon to form a hydrosilyl group, or a combination of two or more of any of these.

2. The polyorganosiloxane of claim 1 , wherein the content of the M unit relative to the total silicon is 60% by mol or less.

3. The polyorganosiloxane of claim 1 , wherein the content of the M unit, relative to the total silicon, is in a range of from 20 to 60% by mol.

4. The polyorganosiloxane of claim 1 , wherein the reactive functional group is branched and/or cyclic.

5. The polyorganosiloxane of claim 1 , wherein the reactive functional group is a vinyl group, and

wherein the polyorganosiloxane comprises 4 to 9 of the reactive functional group on a number basis per a molecular weight of 1000 of the polyorganosiloxane.

6. The polyorganosiloxane of claim 1 , which is a liquid at 40° C.

7. The polyorganosiloxane of claim 1 , having a viscosity at 25° C. in a range of from 5 to 20000 mPa·s.

8. The polyorganosiloxane of claim 1 , having a number average molecular weight Mn in a range of from 600 to 5000, measured by GPC in terms of polystyrene.

9. The polyorganosiloxane of claim 1 , wherein the M unit, optionally of formula R 101 R 102 R 103 SiO 1/2 , comprises a trimethylsiloxy group or a dimethylsiloxy group.

10. The polyorganosiloxane of claim 1 , which is an MQ resin.

11. The polyorganosiloxane of claim 1 , which is an MTQ resin.

12. A composition, comprising:

the polyorganosiloxane of claim 1 .

13. A cured product, obtained by curing at least a portion of the polyorganosiloxane of claim 1 .

14. The polyorganosiloxane of claim 1 , comprising:

the SiO 4/2 as a Q unit;

wherein the polyorganosiloxane has a maximum absorption wavenumber of a Si—O stretching vibration is found in the wavenumber range from 1030 to 1060 cm −1 in infrared absorption spectrum analysis.

15. The polyorganosiloxane of claim 14 , wherein the M unit is present in a range of from 10 to 60% by mol, relative to total silicon.

16. The polyorganosiloxane of claim 14 , wherein the reactive functional group is branched and/or cyclic.

17. The polyorganosiloxane of claim 14 , wherein the reactive functional group is a vinyl group, and

wherein the polyorganosiloxane comprises 4 to 9 of the reactive functional groups on a number basis per a molecular weight of 1000 of the polyorganosiloxane.

18. The polyorganosiloxane of claim 14 , which is a liquid at 40° C.

19. The polyorganosiloxane of claim 14 , having a viscosity at 25° C. in a range of from 5 to 20000 mPa·s.

20. The polyorganosiloxane of claim 14 , having a number average molecular weight Mn in a range of from 600 to 5000 or less, measured by GPC in terms of polystyrene.

21. The polyorganosiloxane of claim 14 , wherein the M unit comprises a trimethylsiloxy group or a dimethylsiloxy group.

22. The polyorganosiloxane of claim 14 , which is an MQ resin.

23. The polyorganosiloxane of claim 14 , which is an MTQ resin.

24. A composition, comprising:

the polyorganosiloxane of claim 14 .

25. A cured product, obtained by curing at least a portion of the polyorganosiloxane of claim 14 .

26. An electrolytic solution suitable for an electrolytic capacitor, the electrolytic solution comprising:

the polyorganosiloxane of claim 1 .

27. An electrolytic solution suitable for an electrolytic capacitor, the electrolytic solution comprising:

the polyorganosiloxane of claim 1 .

28. An electrolytic solution suitable for an electrolytic capacitor, the electrolytic solution comprising:

the polyorganosiloxane of claim 3 .

29. The solution of claim 26 , wherein the reactive functional group is branched and/or cyclic.

30. The solution of claim 26 , wherein the polyorganosiloxane has a number average molecular weight Mn in a range of from 600 to 50000 or less, measured by GPC in terms of polystyrene.

31. The solution of claim 26 , further comprising:

ethylene glycol and/or y-butyrolactone.

32. The solution of claim 26 , further comprising:

organic acid and/or inorganic acid onium salt(s).

33. An aluminum electrolytic capacitor, comprising:

an anode;

a cathode comprising aluminum; and

the electrolytic solution of claim 26 .

34. The polyorganosiloxane of claim 1 , comprising 4 to 9 of the reactive functional groups on a number basis per a molecular weight of 1000 of the polyorganosiloxane.

35. The polyorganosiloxane of claim 3 , comprising 4 to 9 of the reactive functional groups on a number basis per a molecular weight of 1000 of the polyorganosiloxane.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 8, 2021
From: WATANABE, TAKUMI; TERADA, NORIAKI; NAGASAKA, TSUYOSHI; KOGA, SHOGO; INOUE, KAZUMA; MATSUMURA, KAZUNARI; FUJIMORI, NAOMI; MIYAUCHI, HIROO; HOSOKAWA, AKEMI
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 058338/0682 →
Priority Claims (3)
JP JP2016-241317 · Dec 13, 2016 · national
JP JP2017-019934 · Feb 6, 2017 · national
JP JP2017-061966 · Mar 27, 2017 · national
Continuity (2)
Continuation PCTJP2017044799 · Dec 13, 2017
Related Publication 20190292320A1 · Sep 26, 2019
Cited By (2)
US 12,473,405 US 12,534,578