US5243060A
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Silylene-diethynyl-arylene polymers having liquid crystalline properties
Assignee: Iowa State University Research Foundation Inc
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Filing: 1992-04-10
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Granted: 1993-09-07
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Expires: 2012-04-10
Abstract
Abstract The present invention provides linear organosilicon polymers including diethynyl-(substituted)arylene units, and a process for their preparation. These novel polymers possess useful properties including electrical conductivity, liquid crystallinity, and/or photoluminescence. These polymers possess good solubility in organic solvents. A preferred example is produced according to the following reaction scheme. <IMAGE> <IMAGE> +TR <IMAGE> These polymers can be solvent-cast to yield excellent films and can also be pulled into fibers from concentrated solutions. All possess substantial crystallinity as revealed by DSC analysis and observation through a polarizing microscope, and possess liquid crystalline properties.
Inventors
- 👤 Thomas J. Barton
- 👤 Yiwei Ding
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 01:24
CPC Classifications
H; H01; H01B; H01B1/00; H01B1/06; H01B1/12; H01B1/124; H01B1/128; C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0803; C07F7/081; C08; C08G; C08G77/00; C08G77/60; C09; C09K; C09K11/00; C09K11/06; C09K19/00; C09K19/04; C09K19/40; C09K19/406; C09K19/408
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
43 words
An organosilicon polymeric liquid crystal of the formula: --[--(SiR.sup.1 R.sup.2).sub.m --C≡C--Ar--C≡C--].sub.n --, wherein (a) n≧2; (b) m=1-6; (c) R 1 and R 2 are independently selected from the group consisting of alkyl, alkenyl, aryl, and aralkyl; and (d) Ar is a substituted arylene.
Claim 2
Dependent Claim
43 words
An organosilicon polymeric liquid crystal of the formula: --[--(SiR.sup.1 R.sup.2).sub.m --C≡C--Ar--C≡C--].sub.n --, wherein (a) n≧2; (b) m=1-6; (c) R 1 and R 2 are independently selected from the group consisting of alkyl, alkenyl, aryl, and aralkyl; and (d) Ar is a substituted arylene.
Claim 3
Dependent Claim
21 words
The organosilicon liquid crystal of claim 1 wherein the polymer has a weight average molecular weight of at least about 5,000.
Claim 4
Dependent Claim
18 words
The organosilicon liquid crystal of claim 2 wherein the polymer has a polydispersity between about 1.2 and 3.0.
Claim 5
Dependent Claim
23 words
The organosilicon liquid crystal of claim 1 wherein the polymer has a weight average molecular weight of between about 5,000 and about 100,000.
Claim 6
Dependent Claim
42 words
The organosilicon liquid crystal of claim 1 wherein R 1 and R 2 are independently selected from the group consisting of (C 1 -C 20 )alkyl, (C 2 -C 20 )alkenyl, (C 6 -C 17 )aryl, and (C 7 -C 20 )aralkyl.
Claim 7
Dependent Claim
30 words
The organosilicon liquid crystal of claim 1 wherein the arylene is selected from the group consisting of a fused-ring aromatic system, a phenylene group, a biphenylene, or a hetero-aromatic system.
Claim 8
Dependent Claim
16 words
The organosilicon liquid crystal of claim 6 wherein the arylene is substituted with two functional groups.
Claim 9
Dependent Claim
42 words
The organosilicon liquid crystal of claim 6 wherein R 1 and R 2 are independently selected from the group consisting of (C 1 -C 20 )alkyl, (C 2 -C 20 )alkenyl, (C 6 -C 17 )aryl, and (C 7 -C 20 )aralkyl.
Claim 10
Dependent Claim
9 words
The organosilicon liquid crystal of claim 1 wherein m=1-4.
Claim 11
Dependent Claim
42 words
An organosilicon linear polymer of the formula: --[--(SiR.sup.1 R.sup.2).sub.m --C≡C--Ar--C≡C--].sub.n --, wherein (a) n≧2; (b) m=1-6; (c) R 1 and R 2 are independently selected from the group consisting of alkyl, alkenyl, aryl, and aralkyl; and (d) Ar is a substituted phenylene.
Claim 12
Dependent Claim
42 words
An organosilicon linear polymer of the formula: --[--(SiR.sup.1 R.sup.2).sub.m --C≡C--Ar--C≡C--].sub.n --, wherein (a) n≧2; (b) m=1-6; (c) R 1 and R 2 are independently selected from the group consisting of alkyl, alkenyl, aryl, and aralkyl; and (d) Ar is a substituted phenylene.
Claim 13
Dependent Claim
21 words
The organosilicon linear polymer of claim 10 wherein the polymer has a weight average molecular weight of at least about 5,000.
Claim 14
Dependent Claim
9 words
The organosilicon linear polymer of claim 11 wherein n=2-150.
Claim 15
Dependent Claim
42 words
The organosilicon linear polymer of claim 10 wherein R 1 and R 2 are independently selected from the group consisting of (C 1 -C 20 )alkyl, (C 2 -C 20 )alkenyl, (C 6 -C 17 )aryl, and (C 7 -C 20 )aralkyl.
Claim 16
Dependent Claim
23 words
The organosilicon linear polymer of claim 13 wherein the polymer has a weight average molecular weight of between about 9,000 and about 40,000.
Claim 17
Dependent Claim
23 words
The organosilicon linear polymer of claim 10 wherein the polymer has a weight average molecular weight of between about 9,000 and about 40,000.
Claim 18
Dependent Claim
9 words
The organosilicon linear polymer of claim 10 wherein m=1-4.
Claim 19
Dependent Claim
11 words
The organosilicon linear polymer of claim 16 wherein m=2 and 4.
Claim 20
Dependent Claim
21 words
The organosilicon linear polymer of claim 10 wherein the phenylene is disubstituted with functional groups in an ortho- or para- relationship.
Claim 21
Dependent Claim
67 words
A process for producing a linear silylene-diethynylarylene polymer having liquid crystalline properties comprising polymerizing a diethynylsilane monomer of the general formula HC≡C--(--SiR 1 R 2 ) m --C≡CH and a para-dihalo substituted arylene monomer, with an effective amount of a condensation catalyst, wherein each R 1 and R 2 in the diethynylsilane is independently selected from the group consisting of alkyl, alkenyl, aryl, and aralkyl, and m=1-6.
Claim 22
Dependent Claim
67 words
A process for producing a linear silylene-diethynylarylene polymer having liquid crystalline properties comprising polymerizing a diethynylsilane monomer of the general formula HC≡C--(--SiR 1 R 2 ) m --C≡CH and a para-dihalo substituted arylene monomer, with an effective amount of a condensation catalyst, wherein each R 1 and R 2 in the diethynylsilane is independently selected from the group consisting of alkyl, alkenyl, aryl, and aralkyl, and m=1-6.
Claim 23
Dependent Claim
13 words
The process of claim 19 wherein the condensation catalyst is a palladium catalyst.
References Cited (Backward Citations)
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