US5681900A
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Hydrogenated norbornene ring-opening polymerization product, a process for production thereof and uses thereof
Assignee: MKE-QUANTUM COMPONENTS COLORADO LCC
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Filing: 1994-07-28
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Granted: 1997-10-28
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Expires: 2014-07-28
Abstract
Abstract A resin obtained by subjecting a norbornene type monomer having an aromatic ring structure (e.g. 5-phenyl-2-norbornene) to ring-opening polymerization and hydrogenating 95% or more of the unsaturated bonds in the backbone structure of the resulting polymer by the use of a catalyst composed of a combination of a transition metal compound and an alkyl metal compound, while leaving 80% or more of the aromatic ring structures, which resin has not only a high refractive index but also characteristics of a hydrogenated norbornene ring-opening polymerization product, i.e., excellent heat resistance, transparency, low birefringent properties, weather resistance, light resistance, low water absorption properties, moisture resistance, small dielectric constant, small dielectric loss, chemical resistance, etc., said resin being usable in optical materials, medical tools and materials, tools and materials for treating electronic parts, etc.
Inventors
- 👤 Toshihide Murakami
- 👤 Teiji Kohara
- 👤 Tadao Natsuume
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 20:11
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
57 words
A hydrogenated norbornene ring-opening polymerization product characterized in that it is a hydrogenated product of a ring-opening polymerization product of a norbornene monomer having an aromatic ring structure, 95% or more of the unsaturated bonds in the polymer backbone structure are hydrogenated, and 80% or more of the aromatic ring structures in the polymer structure are retained.
Claim 2
Dependent Claim
57 words
A hydrogenated norbornene ring-opening polymerization product characterized in that it is a hydrogenated product of a ring-opening polymerization product of a norbornene monomer having an aromatic ring structure, 95% or more of the unsaturated bonds in the polymer backbone structure are hydrogenated, and 80% or more of the aromatic ring structures in the polymer structure are retained.
Claim 3
Dependent Claim
49 words
A hydrogenated norbornene ring-opening polymerization product according to claim 1, wherein the ring-opening polymerization product of a norbornene monomer having an aromatic ring structure contains 30% by weight or more repeating structural units formed by opening of the norbornene ring of the norbornene monomer having an aromatic ring structure.
Claim 4
Dependent Claim
46 words
A hydrogenated norbornene ring-opening polymerization product according to claim 1 or 2, wherein the ring-opening polymerization product of a norbornene monomer having an aromatic ring structure contains 50% by weight or more repeating structural units formed by opening of the norbornene ring of the norbornene monomer.
Claim 5
Dependent Claim
34 words
A hydrogenated norbornene ring-opening polymerization product according to claims 1 or 2, wherein the norbornene monomer having an aromatic ring structure is a norbornene monomer having an aromatic ring structure having a halogen substituent.
Claim 6
Dependent Claim
28 words
A hydrogenated norbornene ring-opening polymerization product according to claim 4, wherein the norbornene monomer having an aromatic ring structure having a halogen substituent is 1,4-methano-8-bromo-1,4,4a,9a-tetrahydrofluorene, 1,4-methano-6-bromo-1,4,4a,9a-tetrahydrofluorene or 1,4-methano-6,8-dibromo-1,4,4a,9a-tetrahydrofluorene.
Claim 7
Dependent Claim
30 words
A hydrogenated norbornene ring-opening polymerization product according to claim 1 or 2, which has a refractive index at 25° C. of 1.560 or more at a wavelength of 589 nm.
Claim 8
Dependent Claim
30 words
A hydrogenated norbornene ring-opening polymerization product according to claim 1 or 2, which has an intrinsic viscosity η! of 0.1 to 20 dl/g as measured at 25° C. in toluene.
Claim 9
Dependent Claim
23 words
A hydrogenated norbornene ring-opening polymerization product according to claim 1 or 2, which has a glass transition temperature of 70° C. or higher.
Claim 10
Dependent Claim
36 words
A hydrogenated norbornene ring-opening polymerization product according to claim 1 or 2, which has a transmittance for light with a wavelength of 400 to 830 nm of 70% or more at a thickness of 1.2 mm.
Claim 11
Dependent Claim
23 words
A hydrogenated norbornene ring-opening polymerization product according to claim 1 or 2, which has a volume resistivity of 10 16 Ωcm or more.
Claim 12
Dependent Claim
33 words
A hydrogenated norbornene ring-opening polymerization product according to claim 1, which has a dielectric constant of 3 or less at any of frequencies 10 2 Hz, 10 6 Hz and 10 9 Hz.
Claim 13
Dependent Claim
35 words
A hydrogenated norbornene ring-opening polymerization product according to claim 1, which has a dielectric loss tangent of 10 -3 or less at any of frequencies 10 2 Hz, 10 6 Hz and 10 9 Hz.
Claim 14
Dependent Claim
51 words
A process for producing a hydrogenated norbornene ring-opening polymerization product set forth in claim 1 or 2, in which a ring-opening polymerization product of a norbornene monomer having an aromatic ring structure is hydrogenated using a catalyst composed of a combination of a transition metal compound and an alkyl metal compound.
Claim 15
Dependent Claim
32 words
A production process according to claim 13, wherein the hydrogenation is carried out at a reaction temperature of 120° C. or lower and a hydrogen pressure of 50 kgf/cm 2 or less.
Claim 16
Dependent Claim
43 words
A resin composition comprising a hydrogenated norbornene ring-opening polymerization product set forth in claim 1 or 2, and a hydrogenated norbornene ring-opening polymerization product other than a resin composition comprising a hydrogenated norbornene ring-opening polymerization product set forth in claim 1 or 2.
Claim 17
Dependent Claim
95 words
A resin composition comprising a hydrogenated norbornene ring-opening polymerization product characterized in that it is a hydrogenated product of a ring-opening polymerization product of a norbornene monomer having an aromatic ring structure, 95% or more of the unsaturated bonds in the polymer backbone structure are hydrogenated, and 80% or more of the aromatic ring structures in the polymer structure are retained; and a hydrogenated product of said ring-opening polymerization product characterized in that 95% or more of both the unsaturated bonds in the polymer backbone structure and those in the aromatic ring structures are hydrogenated.
Claim 18
Dependent Claim
95 words
A resin composition comprising a hydrogenated norbornene ring-opening polymerization product characterized in that it is a hydrogenated product of a ring-opening polymerization product of a norbornene monomer having an aromatic ring structure, 95% or more of the unsaturated bonds in the polymer backbone structure are hydrogenated, and 80% or more of the aromatic ring structures in the polymer structure are retained; and a hydrogenated product of said ring-opening polymerization product characterized in that 95% or more of both the unsaturated bonds in the polymer backbone structure and those in the aromatic ring structures are hydrogenated.
Claim 19
Dependent Claim
17 words
An optical material comprising a hydrogenated norbornene ring-opening polymerization product set forth in claim 1 or 2.
Claim 20
Dependent Claim
19 words
A medical tool or material comprising a hydrogenated norbornene ring-opening polymerization product set forth in claim 1 or 2.
Claim 21
Dependent Claim
18 words
An electrical insulating material comprising a hydrogenated norbornene ring-opening polymerization product set forth in claim 1 or 2.
Claim 22
Dependent Claim
24 words
A tool or material for treating an electronic part, which comprises a hydrogenated norbornene ring-opening polymerization product set forth in claim 1 or 2.
Claim 23
Dependent Claim
52 words
A process according to claim 13, wherein the ring-opening polymerization product of a norbornene monomer having aromatic ring structures is hydrogenated in an inert organic solvent, and wherein the amount of the solvent is 0.8-20 parts by weight per part by weight of the norbornene ring-opening polymerization product having aromatic ring structures.
Claim 24
Dependent Claim
33 words
A process according to claim 21, wherein the amount of the solvent is 1 to 10 parts by weight per part by weight of the norbornene ring-opening polymerization product having aromatic ring structures.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2000-10-27 | 2001-04-28 | 2001-10-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2004-10-27 | 2005-04-28 | 2005-10-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2008-10-27 | 2009-04-28 | 2009-10-28 | $7700.00 | Window Closed / Lapsed |