US4059561A
Expired / Lapsed
US
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Flame-resistant composition containing a norbornene derivative polymer
Assignee: Resonac Holdings Corp
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Filing: 1976-02-09
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Granted: 1977-11-22
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Expires: 1996-02-09
Abstract
Abstract A flame-resistant composition of (a) a ring-opening polymerization product of a norbornene derivative and (b) a halogen-containing multicyclic compound or bromine-containing aromatic compound. The composition is employed in shaped articles and structural materials which are subjected to flame and heat exposure.
Inventors
- 👤 Fumio Arai
- 👤 Masaaki Kira
- 👤 Shiro Kokuryo
- 👤 Takashi Ueshima
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 20:35
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/0008; C08K5/0066; C08K5/02
Claims Analysis
Total Claims: 47
Claim 1
Independent Claim
187 words
A thermally stable, flame resistant composition comprising: a. a ring-opening polymerization product of a norbornene derivative containing at least one polar group, and b. a flame retarding compound in sufficient amounts to elevate flame resistance of said composition without reducing mechanical strength thereof, said flame retarding compound selected from the group consisting of a halogen-containing multicyclic compound of the formula (1) to (3) or a bromine-containing aromatic compound of the formula (4) to (6) as follows: ##STR30## wherein X is chlorine or bromine, X' is fluorine, chlorine, bromine, alkyl, or alkoxy having 1-20 carbon atoms, ##STR31## Z is a tetravalent cyclic hydrocarbon group having at least five carbon atoms and m is an integer from 4-16: ##STR32## wherein R is hydrogen, alkyl having 1-6 carbon atoms, bromoalkyl, or hydroxy wherein one R, but not more than one R, is hydroxy; R' and R" are hydrogen or alkyl having 1-6 carbon atoms; n is an integer from 3-6; l, s, p and r are each integers; the sum of l plus s is an integer from 2-10; and the sum of l, s, p and r is 10.
Claim 2
Dependent Claim
187 words
A thermally stable, flame resistant composition comprising: a. a ring-opening polymerization product of a norbornene derivative containing at least one polar group, and b. a flame retarding compound in sufficient amounts to elevate flame resistance of said composition without reducing mechanical strength thereof, said flame retarding compound selected from the group consisting of a halogen-containing multicyclic compound of the formula (1) to (3) or a bromine-containing aromatic compound of the formula (4) to (6) as follows: ##STR30## wherein X is chlorine or bromine, X' is fluorine, chlorine, bromine, alkyl, or alkoxy having 1-20 carbon atoms, ##STR31## Z is a tetravalent cyclic hydrocarbon group having at least five carbon atoms and m is an integer from 4-16: ##STR32## wherein R is hydrogen, alkyl having 1-6 carbon atoms, bromoalkyl, or hydroxy wherein one R, but not more than one R, is hydroxy; R' and R" are hydrogen or alkyl having 1-6 carbon atoms; n is an integer from 3-6; l, s, p and r are each integers; the sum of l plus s is an integer from 2-10; and the sum of l, s, p and r is 10.
Claim 3
Dependent Claim
26 words
A composition according to claim 1 wherein said ring-opening polymerization product is a ring-opening polymerization homopolymer of a norborene derivative containing at least one nitrile group.
Claim 4
Dependent Claim
26 words
A composition according to claim 1, wherein said ring-opening polymerization product is a ring-opening polymerization homopolymer of a norbornene derivative containing at least one ester group.
Claim 5
Dependent Claim
26 words
A composition according to claim 1, wherein said ring-opening polymerization product is a ring-opening polymerization homopolymer of a norbornene derivative containing at least one ether group.
Claim 6
Dependent Claim
28 words
A composition according to claim 1, wherein said ring-opening polymerization product is a ring-opening polymerization homopolymer of a norbornene derivative containing at least one N-substituted cyclic imide group.
Claim 7
Dependent Claim
26 words
A composition according to claim 1, wherein said ring-opening polymerization product is a ring-opening polymerization homopolymer of a norbornene derivative containing at least one halogen atom.
Claim 8
Dependent Claim
68 words
A composition according to claim 1, wherein said ring-opening polymerization product is a ring-opening polymerization copolymer of any combination of a norbornene derivative containing at least one nitrile group, a norbornene derivative containing at least one ester group, a norbornene derivative containing at least one ether group, a norbornene derivative containing at least one N-substituted cyclic imide group and a norbornene derivative containing at least one halogen atom.
Claim 9
Dependent Claim
120 words
A composition according to claim 1, wherein said ring-opening polymerization product is a ring-opening polymerization copolymer of (a) a norbornene derivative selected from the group consisting of a norbornene derivative containing at least one nitrile group, a norbornene derivative containing at least one ester group, a norbornene derivative containing at least one ehter group, a norbornene derivative containing at least one N-substituted cyclic imide group and a norbornene derivative containing at least one halogen atom; and (b) a cycloolefinic compound selected from the group consisting of a monocyclic monoolefinic compound, a non-conjugated cyclic polyene compound and a polycyclic olefinic compound, wherein the mole ratio of said norbornene derivative (a) to said cycloolefinic compound (b) is no less then about 1:1.
Claim 10
Dependent Claim
134 words
A composition according to claim 1, wherein said ring-opening polymerization product is a ring-opening polymerization copolymer of (a) a norbornene derivative selected from the group consisting of a norbornene derivative containing at least one nitrile group, a norbornene derivative containing at least one ester group, a norbornene derivative containing at least one ether group, a norbornene derivative containing at least one N-substituted cyclic imide group and a norbornene derivative containing at least one halogen atom, and (b) a norbornene derivative containing at least one acid anhydride group, a norbornene derivative containing at least one amide group, an aromatic nitrogen-containing heterocyclic norbornene derivative, an aromatic norbornene derivative, an aromatic norbornadiene derivative, and a norbornadiene derivative containing at least one ester group; wherein the mole ratio of (a) to (b) is no less than about 1:1.
Claim 11
Dependent Claim
28 words
A composition according to claim 1, wherein the weight ratio of said flame retarding compound (b) to said ring-opening polymerization product (a) is from about 0.03:1 to 0.45:1.
Claim 12
Dependent Claim
31 words
A composition according to claim 1, wherein the said flame retarding compound is a halogen-containing multicyclic compound of the general formula (1): ##STR33## wherein X is chlorine or bromine and ##STR34##
Claim 13
Dependent Claim
52 words
A composition according to claim 1, wherein said flame retarding compound is a halogen-containing multicyclic compound of formula (2): ##STR35## wherein X is chlorine or bromine, X' is fluorine, chlorine, bromine, alkyl or alkoxy having 1-20 carbon atoms and Z is a tetravalent cyclic hydrocarbon group having at least five carbon atoms.
Claim 14
Dependent Claim
33 words
A composition according to claim 1, wherein said flame retarding compound is a halogen-containing multicyclic compound of formula (3): ##STR36## wherein X is chlorine or bromine and m is an integer from 4-16.
Claim 15
Dependent Claim
52 words
A composition according to claim 1, wherein said flame retarding compound is a bromine containing aromatic compound of the formula (4): ##STR37## wherein R is hydrogen, alkyl having 1-6 carbon atoms, bromoalkyl, or hydroxy wherein one R, but not more than one R, is hydroxy; and n is an integer from 3-6.
Claim 16
Dependent Claim
63 words
A composition according to claim 1, wherein said flame retarding compound is a bromine-containing aromatic compound of the formula (5): ##STR38## wherein R' and R" are hydrogen or alkyl having 1-6 carbon atoms; l, s, p and r are each integers; the sum of l plus s is an integer from 2-10; and the sum of l, s, p and r is 10.
Claim 17
Dependent Claim
63 words
A composition according to claim 1, wherein said flame retarding compound is a bromine-containing aromatic compound of the formula (6): ##STR39## wherein R' and R" are hydrogen or alkyl having 1-6 carbon atoms; l, s, p and r are each integers; the sum of l plus s is an integer from 2-10 and the sum of l, s, p and r is 10.
Claim 18
Dependent Claim
39 words
A composition according to claim 1, wherein said ring-opening polymerization product is a blend of a ring-opening polymerization product of a norbornene derivative containing at least one polar group and a rubber having a Mooney viscosity from about 10-200.
Claim 19
Dependent Claim
42 words
A composition according to claim 1, wherein said ring-opening polymerization product is a blend of a ring-opening polymerization product of a norbornene derivative containing at least one polar group and a resinous material having a molecular weight from about 3,000 to 500,000.
Claim 20
Dependent Claim
69 words
A composition according to claim 1, wherein the ring-opening polymerization product is a blend of a ring-opening polymerization product of a norbornene derivative containing at least one polar group and a graft copolymer formed from at least one vinyl compound grafted to a rubber, said vinyl compound having an average molecular weight from about 1,000 to 200,000 and said rubber having a Mooney viscosity from about 20 to 140.
Claim 21
Dependent Claim
99 words
A composition according to claim 1, wherein component (a) is a blend of a ring-opening polymerization product of a norbornene derivative containing at least one polar group and a resinous moiety selected from the group consisting of (1) a resinous material having a molecular weight from about 3,000 to 500,000, (2) a graft copolymer of at least one vinyl compound having an average molecular weight from about 1,000 to 200,000 grafted onto a rubber having a Mooney viscosity from about 20 to 140, (3) a rubber having a Mooney viscosity from about 10 to 200, and (4) mixtures thereof.
Claim 22
Dependent Claim
29 words
A composition according to claim 20, wherein said blend contains up to about 90 percent by weight, based on the total weight of said blend, of said resinous moiety.
Claim 23
Dependent Claim
32 words
A composition according to claim 20, wherein said blend contains said rubber (3) in an amount of up to about 70 percent by weight based on the total weight of said blend.
Claim 24
Dependent Claim
46 words
A composition according to claim 18, wherein said resinous material is selected from the group consisting of vinyl chloride homopolymer, styrene homopolymer, methylmethacrylate homopolymer, and copolymers prepared by copolymerizing at least two vinyl monomers selected from the group consisting of vinyl chloride, styrene, acrylonitrile and methylmethacrylate.
Claim 25
Dependent Claim
32 words
A composition according to claim 19, wherein said graft copolymer is formed by grafting at least one vinyl compound selected from the group consisting of styrene, acrylonitrile and methylmethacrylate to a rubber.
Claim 26
Dependent Claim
36 words
A composition according to claim 17, wherein said rubber is selected from the group consisting of butadiene rubber, chlorinated polyethylene rubber, acrylic ester rubber, ethylene-vinyl acetate rubber, chloroprene rubber, chlorosulfonated polyethylene rubber and alkylene oxide rubber.
Claim 27
Dependent Claim
38 words
A composition according to claim 1, wherein component (a) is blended with up to about 10 percent by weight of a metal salt of a fatty acid, based on the total weight of component (a) and said salt.
Claim 28
Dependent Claim
46 words
A composition according to claim 1, wherein component (a) is blended with a metal-containing inorganic compound, said metal being selected from Group III to Group V of the Periodic Table, in amounts up to about 0.25 part by weight per part by weight of component (a).
Claim 29
Dependent Claim
24 words
A composition according to claim 27 wherein said metal is selected from the group consisting of antimony, bismuth, arsenic, tin, lead, zirconium and boron.
Claim 30
Dependent Claim
32 words
A composition according to claim 1, wherein component (a) is blended with a carboxylic acid in amounts up to about 0.07 part by weight acid per part by weight of component (a).
Claim 31
Dependent Claim
40 words
A composition according to claim 29, wherein said carboxylic acid is selected from the group consisting of a saturated fatty acid having 6 to 30 carbon atoms, an unsaturated fatty acid having 11 to 24 carbon atoms and derivatives thereof.
Claim 32
Dependent Claim
15 words
A composition according to claim 1, wherein component (a) is blended with a dehydrochlorination inhibitor.
Claim 33
Dependent Claim
39 words
A composition according to claim 1, wherein component (a) is selected from the group consisting of the ring-opening polymerization homopolymer of 5-cyano-bicyclo [2,2,1]-heptene-2; the ring-opening polymerization homopolymer of 5-methyl-5-methoxycarbonyl-bicyclo [2,2,1]-heptene-2; the ring-opening polymerization copolymer of 5-chlorobicyclo [2,2,1]-heptene-2and 5,6-dichloromethyl-bicyclo [2,2,1]-heptene-2.
Claim 34
Dependent Claim
22 words
A composition according to claim 1, including a metal salt of a fatty acid to enhance the mechanical properties of said composition.
Claim 35
Dependent Claim
18 words
A composition according to claim 1, wherein component (a) is the ring-opening polymerization homopolymer of 5-cyano-bicyclo [2,2,1]-heptene -2.
Claim 36
Dependent Claim
17 words
A composition according to claim 1, wherein component (a) is the ring-opening polymerization homopolymer of 5-methyl-5-methoxycarbonyl-bicyclo [2,2,1]-heptene-2.
Claim 37
Dependent Claim
21 words
A composition according to claim 1, wherein component (a) is the ring-opening polymerization copolymer of 5-chloro-bicyclo [2,2,1]-heptene-2 and 5,6-dichloromethyl- bicyclo [2,2,1]-heptene-2.
Claim 38
Dependent Claim
14 words
A composition according to claim 1, wherein flame retarding component (b) is 1,2,3,4,5,6,7,8,10,10,11,11-dodecachloro-1,4; 5,8-dimethanofluorene.
Claim 39
Dependent Claim
21 words
A composition according to claim 1, wherein flame retarding component (b) is 1,4,7,10-dimethanocycloocta-1,2,3,4,7,8,9,10,13,13,14,14-dodechloro-1,4,4.sub.a,5,6,6, a ,7,10,10 a , 11,12,12 a -dodecahydro [1,2,5,6]-dibenzene.
Claim 40
Dependent Claim
15 words
A composition according to claim 1, wherein flame retarding component (b) is 1,2,3,4,5,6,7,8,12,12,13,13-dodecachloro-1,4; 5,8; 9,10-trimethano-anthracene.
Claim 41
Dependent Claim
14 words
A composition according to claim 1, wherein the flame retarding component (b) is hexabromobenzene.
Claim 42
Dependent Claim
14 words
A composition according to claim 1, wherein the flame retarding component (b) is decabromodiphenyl.
Claim 43
Dependent Claim
14 words
A composition according to claim 1, wherein the flame retarding component (b) is decabromodiphenylether.
Claim 44
Dependent Claim
12 words
A shaped article formed from the flame resistant composition of claim 1.
Claim 45
Dependent Claim
18 words
Structural material adapted for use in an electrical appliance formed from the flame resistant composition of claim 1.
Claim 46
Dependent Claim
24 words
Method for enhancing flame resistance of parts subjected to flame or heat, comprising forming the part from the flame resistant composition of claim 1.
Claim 47
Dependent Claim
56 words
A composition according to claim 1 wherein component (a) is a copolymer of (i) a ring-opening polymerization product of a norbornene derivative containing at least one polar group and (ii) a polyolefinic rubber having a Mooney viscosity from about 10 to 200, wherein the weight ratio of (ii) to (i) is no greater than about 10:1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-11-21 | 1981-05-23 | 1981-11-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-11-21 | 1985-05-23 | 1985-11-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-11-21 | 1989-05-23 | 1989-11-22 | $7700.00 | Window Closed / Lapsed |