Fluorine Compound Contains Two Or More Ethylenic Groups Patents (Class 526/252)
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Patent number: 5374701Abstract: Diarylacetylenes and diarylenamines are synthesized from a Schiff's base and an N-arylmethylheterocycle; these compounds are useful as intermediates for a variety of polymers; in particular an efficient process is provided for producing diaryl acetylenes useful in the efficient production of acetylene group-containing polymers which can be cross-linked to produce high strength polymers free of structural defects such as conventionally arise as a result of liberation of volatiles during the cross-linking.Type: GrantFiled: May 4, 1993Date of Patent: December 20, 1994Inventors: Allan S. Hay, Martino Paventi
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Patent number: 5364917Abstract: A process for preparing a polymer having perfluorocyclobutane rings by the steps of (a) contacting monomers having aromatic polyester, aromatic polyamide, or polyimide groups or combination thereof, at least two dimerizable perfluorovinyl groups; and (b) exposing the monomers to sufficient heat and for a sufficient time that a polymer containing perfluorocyclobutane rings is formed. Chain extending oligomers of polymers having poor processing characteristics by this process results in polymers which are more easily processed. For instance, perfluorocyclobutane groups formed in an extruder to chain lengthen polyimide oligomers, in effect, render polyimides extrudable. The polymer formed by the method preferably has polyimide groups. New monomers and polymers having imide and perfluorovinyl or perfluorocyclobutane structures, respectively, are prepared.Type: GrantFiled: December 1, 1993Date of Patent: November 15, 1994Assignee: The Dow Chemical CompanyInventors: David A. Babb, W. Frank Richey, Katherine S. Clement, Bobby R. Ezzell
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Patent number: 5242996Abstract: A modified epoxy resin or compound of the formula: ##STR1## wherein A is the backbone reside of a glycidyl ether epoxy resin with removal of the glycidyloxy groups; R.sup.1 and R.sup.2 are independently a hydrogen atom or C.sub.1 -C.sub.12 alkyl; R.sup.3 is a glycidyl group; and n is an integer of greater than 1. A method for producing the modified epoxy resin is also disclosed.Type: GrantFiled: May 22, 1991Date of Patent: September 7, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
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Patent number: 5225515Abstract: Polybenzazole polymers may contain perfluorocyclobutane rings to provide a flexible moiety which is stable at high temperatures.Type: GrantFiled: April 17, 1991Date of Patent: July 6, 1993Assignee: The Dow Chemical CompanyInventors: Zenon Lysenko, William J. Harris
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Patent number: 5171805Abstract: Modified polytetrafluoroethylene unsintered powder of which has sintering-densification indexes P.sub.10, P.sub.25 and P.sub.50 of not larger than 0.2, which is suitable for producing a porous molding article.Type: GrantFiled: April 3, 1992Date of Patent: December 15, 1992Assignee: Daikin Industries Ltd.Inventors: Masayoshi Tatemoto, Yoshihisa Yamamoto, Katsutoshi Yamamoto, Hirofumi Onogi
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Patent number: 5162468Abstract: Compounds have a structure represented by Formula I:CF.sub.2 .dbd.CF--X--R--(X--CF.dbd.CF.sub.2).sub.mwherein R represents an unsubstituted or inertly substituted hydrocarbyl group; each X is independently selected from the group consisting of groups having at least one non-carbon atom between R and --CF.dbd.CF.sub.2 ; and m is an integer of from 1 to about 3. Polymers formed from such compounds are also prepared. The compounds are preferably prepared by a method by a process comprising the steps of:(a) forming a salt having anion corresponding to a compound of Formula II:HX--R--(XH.sub.m);wherein X, R and m are as defined for Formula I:(b) reacting the salt with a 1,2-dihalo-1,1,2,2-tetrafluoroethane wherein the halo groups are iodine, bromine, chlorine or mixtures thereof, at least one halo group being bromine or iodine, to form a compound of Formula III:Z--CF.sub.2 CF.sub.2 --X--R--(X--CF.sub.2 CF.sub.2 --Z).sub.Type: GrantFiled: March 12, 1991Date of Patent: November 10, 1992Assignee: The Dow Chemical CompanyInventors: David A. Babb, Katherine S. Clement, Bobby R. Ezzell
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Patent number: 5159038Abstract: A process for preparing a polymer having perfluorocyclobutane rings by the steps of (a) contacting monomers having at least two dimerizable perfluorovinyl groups; and (b) exposing the monomers to sufficient heat and for a sufficient time that a polymer containing perfluorocyclobutane rings is formed. The invention includes polymers having a backbone comprising hydrocarbyl groups, perfluorocyclobutane rings and non-carbon atoms and polymers of at least 10,000 molecular weight having repeating units [O-(CFR.sub.f).sub.n -O-perfluorocyclobutane].Type: GrantFiled: March 22, 1991Date of Patent: October 27, 1992Assignee: Dow Chemical CompanyInventors: David A. Babb, W. Frank Richey, Katherine S. Clement, Bobby R. Ezzell
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Patent number: 5159036Abstract: A crosslinked polymer having perfluorocyclobutane rings is prepared in a process comprising the steps of: (a) contacting monomers having two dimerizable perfluorovinyl groups; (b) exposing the monomers to sufficient heat and for a sufficient time that a (linear) polymer containing perfluorocyclobutane rings is formed; and (c) exposing the polymer to sufficient crosslinking initiating means and for a sufficient time such that crosslinking occurs. Crosslinked polymers, so prepared are novel and have tensile strength and other physical properties enhanced over the properties of the corresponding linear polymer.Type: GrantFiled: March 22, 1991Date of Patent: October 27, 1992Assignee: The Dow Chemical CompanyInventor: David A. Babb
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Patent number: 5159037Abstract: The present invention is a process for preparing a polymer having perfluorocyclobutane rings by the steps of (a) contacting monomers having at least two dimerizable perfluorovinyl groups; and (b) exposing the monomers to sufficient heat and for a sufficient time that a polymer containing perfluorocyclobutane rings is formed wherein at least about 0.05 mole percent of the monomer, have at least 3 dimerizable perfluorovinyl groups and polymers prepared thereby.Type: GrantFiled: June 25, 1991Date of Patent: October 27, 1992Assignee: The Dow Chemical CompanyInventors: Katherine S. Clement, David A. Babb, Bobby R. Ezzell
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Patent number: 5117480Abstract: Disclosed is a polymer composition comprising (I) 60 to 99.8 wt. % of an amorphous copolymer comprising (a) units derived from perfluoro-2,2-dimethyl-1,3-dioxole and (b) units derived from at least one ethylenically unsaturated monomer selected from ethylene, tetrafluoroethylene, chlorotrifluoroethylene, and CF.sub.2 =CFOCF.sub.3, and (II) 0.2 to 40 wt. % of a compound having a hydrocarbon group containing at least one fluorine atom and at least one functional group selected from --OH, --SR, --COOH, --SO--, --SO.sub.2 --, --CONH--, --COO--CO--, --CONHCO--, --COO--, --CN, --NCO, --CO--, --HCOO--, --NH.sub.2 --, --NH--, .dbd.N, --SO.sub.3 H, --NHNH.sub.2, --CONH.sub.2, --CH.dbd.CH.sub.2, --CH.dbd.CH--, (RO).sub.n X.sub.3-n Si--, wherein R is a C.sub.1-5 alkyl group, n is a number of 0 to 3, and X is halogen or a C.sub.1-5 alkyl group. The polymer composition is useful for a plastic cladding of an optical fiber.Type: GrantFiled: January 18, 1991Date of Patent: May 26, 1992Assignee: Mitsubishi Rayon Company Ltd.Inventors: Takashi Yamamoto, Tsuruyoshi Matsumoto, Tadao Kobayashi, Katsuhiko Shimada
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Patent number: 5085975Abstract: Polymerizable compounds comprising perfluoroalkyl groups, reproduction layers containing these compounds, and use of the reproduction layers for waterless offset printing. The novel polymerizable compounds comprise at least two acryloyl or methacryloyl groups and at least one perfluoroalkyl group which is linked to the molecule through a functional group, in particular, an ester or amide function. The compounds can be prepared, for example, from hydroxyl group-containing acrylates or methacrylates and perfluoroalkyl group-containing carboxylic acid chlorides, in the presence of an amine or from perfluoroalkyl group-containing carboxylic acid derivatives and reactive acryloyloxy or methacryloyloxy compounds. Oligomeric compounds can additionally be synthesized from the above-mentioned compounds by linking, for example, with diisocyanates.Type: GrantFiled: October 23, 1989Date of Patent: February 4, 1992Assignee: Hoechst AktiengesellschaftInventor: Werner H. Mueller
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Patent number: 5066746Abstract: The present invention is a process for preparing a polymer having perfluorocyclobutane rings by the steps of (a) contacting monomers having at least two dimerizable perfluorovinyl groups; and (b) exposing the monomers to sufficient heat and for a sufficient time that a polymer containing perfluorocyclobutane rings is formed wherein at least about 0.05 mole percent of the monomer, have at least 3 dimerizable perfluorovinyl groups and polymers prepared thereby.Type: GrantFiled: June 7, 1990Date of Patent: November 19, 1991Assignee: The Dow Chemical CompanyInventors: Katherine S. Clement, David A. Babb, Bobby R. Ezzell
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Patent number: 5037918Abstract: A crosslinked polymer having perfluorocyclobutane rings is prepared in a process comprising the steps of: (a) contacting monomers having two dimerizable perfluorovinyl groups; (b) exposing the monomers to sufficient heat and for a sufficient time that a (linear) polymer containing perfluorocyclobutane rings is formed; and (c) exposing the polymer to sufficient crosslinking initiating means and for a sufficient time such that crosslinking occurs. Crosslinked polymers, so prepared are novel and have tensile strength and other physical proeprties enhanced over the properties of the corresponding linear polymer.Type: GrantFiled: December 15, 1989Date of Patent: August 6, 1991Assignee: The Dow Chemical CompanyInventor: David A. Babb
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Patent number: 5037917Abstract: A process for preparing a polymer having perfluorocyclobutane rings by the steps of (a) contacting monomers having at least two dimerizable perfluorovinyl groups; and (b) exposing the monomers to sufficient heat and for a sufficient time that a polymer containing perfluorocyclobutane rings is formed. The invention includes polymers having a backbone comprising hydrocarbyl groups, perfluorocyclobutane rings and non-carbon atoms and polymers of at least 10,000 molecular weight having repeating units [O-(CFR.sub.f).sub.n -O-perfluorocyclobutane].Type: GrantFiled: June 9, 1989Date of Patent: August 6, 1991Assignee: The Dow Chemical CompanyInventors: David A. Babb, Katherine S. Clement, W. Frank Richey, Bobby R. Ezzell
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Patent number: 4910276Abstract: A method for cyclic polymerization, wherein a fluorine-containing monomer is subjected to cyclic polymerization, the fluorine-containing monomer having two carbon-carbon multiple bonds, each having different polymerizability, as linked by a linking chain having a straight chain portion to from 2 to 7 atoms, and having a fluorine content of at least 10% by weight.Type: GrantFiled: August 10, 1988Date of Patent: March 20, 1990Assignee: Asahi Glass Company, Ltd.Inventors: Masaru Nakamura, Isamu Kaneko, Kazuya Oharu, Gen Kojima, Masashi Matsuo, Shunichi Samejima, Motoi Kamba
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Patent number: 4897457Abstract: A fluorine-containing thermoplastic resinous polymer which consist essentially of a group (a) of repeating units of a cyclic structure to be represented by the following general formula: ##STR1## (where: n is an integer of 1 to 2); the polymer having a molecular weight such that the intrinsic viscosity thereof may become at least 0.1.A fluorine-containing thermoplastic resinous polymer which consists essentially of:(i) a group (a) of repeating units to be represented by the following general formula: ##STR2## (where: n is an integer of 1 or 2), and (ii) a group (b) of repeating units to be represented by the following general formula:--CF.sub.2 --CFX)--(where: X is selected from fluorine, chlorine. O--CF.sub.2 CF.sub.2 CF.sub.3, O--CF.sub.2 CF(CF.sub.3)OCF.sub.2 CF.sub.2 SO.sub.2 F, and O--CF.sub.2 CF.sub.2 CF.sub.2 COOCH.sub.Type: GrantFiled: August 10, 1988Date of Patent: January 30, 1990Assignee: Asahi Glass Company Ltd.Inventors: Masaru Nakamura, Isamu Kaneko, Kazuya Oharu, Gen Kojima, Masashi Matsuo, Shunichi Samejima, Motoi Kamba
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Patent number: 4889912Abstract: Acetylene terminated aspartimides are prepared using two methods. In the first, an amino-substituted aromatic acetylene is reacted with an aromatic bismaleimide in a solvent of glacial acetic acid and/or m-c=resol. In the second method, an aromatic diamine is reacted with an ethynyl containing maleimide, such as N-(3-ethynylphenyl) maleimide, in a solvent of glacial acetic acid and/or m-cresol. In addition, acetylene terminated aspartimides are blended with various acetylene terminated oligomers and polymers to yield composite materials exhibiting improved mechanical properties.Type: GrantFiled: March 24, 1989Date of Patent: December 26, 1989Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Paul M. Hergenrother, John W. Connell, Stephen J. Havens
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Patent number: 4853448Abstract: Copolymers comprising perfluoroalkyl groups, reproduction layers containing these copolymers and use thereof for waterless offset printing. The novel perfluoroalkyl group-containing copolymers are prepared from at least two different monomers, monomer (a) comprising acryloyl or methacryloyl groups and phenolic OH groups and monomer (b) comprising acryloyloxy, methacryloyloxy or vinyl groups and a perfluoroalkyl group. Monomer component (a) can, for example, be prepared from a hydroxybenzoic acid by esterification with a hydroxyalkyl-acrylate. The novel copolymers are, in particular, used as binders in radiation-sensitive reproduction layers which additionally contain at least one radiation-sensitive compound. Reproduction layers of this kind are used as radiation-sensitive coatings of support materials for printing plates used in waterless offset printing.Type: GrantFiled: July 30, 1987Date of Patent: August 1, 1989Assignee: Hoechst AktiengesellschaftInventors: Werner H. Muller, Arnold Schneller
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Patent number: 4816536Abstract: Polymers of a 3,4-substituted pyrrole compound substituted by an electron-attractive group having a Hammett's substituent constant (.sigma..sub.p) of 0.30 to 0.80 in at least one of the 3- and 4- positions are disclosed. The polymers are stable in the air in a dope-free state and show distinct electrochromism. Some of them are soluble in an alkaline aqueous solvent. Therefore, they are useful as electrochromic elements, etc.Type: GrantFiled: April 27, 1987Date of Patent: March 28, 1989Assignee: Nippon Soda Co., Ltd.Inventors: Takeo Shimizu, Takehira Kaneko, Tomoyuki Inoue, Hiroshi Takahashi
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Patent number: 4758365Abstract: This invention relates to polymeric additives useful for inhibition of the deposit of paraffins and improvement of the flow properties of crude oils and to compositions containing crude oils and such additives. The polymeric additive according to the invention consists of a polymer formed by units derived from one or more alkyl esters of unsaturated monocarboxylic acids, one or more unsaturated alpha, beta-dicarboxylic compounds in the form of diacids, low alkyl diesters or anhydrides and one or more monomers having ethylenic unsaturation of the general formula CH.sub.2 .dbd.CZ.sub.1 Z.sub.2, in which Z.sub.1 and Z.sub.2 are the same or different and represent hydrogen, a halogen, a saturated, unsaturated or aromatic hydrocarbon group or an ester or ether group. Compounds containing a crude oil and 5 to 4000 ppm and preferably 100 to 1500 ppm of the additive have much improved flow properties.Type: GrantFiled: August 8, 1986Date of Patent: July 19, 1988Assignee: Societe Nationale Elf Aquitaine & Ceca S.A.Inventors: Gilles Neunier, Ree Brouard, Paul Maldonado, Jean-Luc Volle
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Patent number: 4673731Abstract: Novel polymers and copolymers containing the monomer 3,6-bis(trifluoromethyl)pentacyclo [6.2.0.0.sup.2,4.0.sup.3,6.0.sup.5,7 ] dec-9-ene are prepared which can be easily converted into poly(acetylene). The polymer (copolymer) and subsequent poly(acetylene) can be made into any desired shape, such as into films.Type: GrantFiled: January 7, 1986Date of Patent: June 16, 1987Assignee: The British Petroleum Company, p.l.c.Inventors: William J. Feast, Jeremy N. Winter
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Patent number: 4564662Abstract: Peroxide-curable fluorocarbon elastomers having interpolymerized units derived from a cure site monomer containing bromine or iodine. The fluorocarbon elastomer gums are prepared by copolymerizing with the principal monomers normally used in preparing fluorocarbon elastomers, e.g. vinylidene fluoride, hexafluoropropene, and (optionally) tetrafluoroethylene, a small amount of a novel cure site monomer which is a vinyl ether in which at least one of the two vinylic (or double-bonded) carbon atoms thereof is bonded to at least one bromine or iodine atom, e.g. CF.sub.3 CH.sub.2 OCF.dbd.CFBr. The cured fluorocarbon elastomers of this invention have useful properties normally associated with fluorocarbon elastomers, such as acid resistance, thermal stability, and high tensile strength. These properties of shaped articles made from these fluorocarbon elastomers are not adversely affected upon exposure to high temperatures for extended periods.Type: GrantFiled: February 23, 1984Date of Patent: January 14, 1986Assignee: Minnesota Mining and Manufacturing CompanyInventor: Loren D. Albin
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Patent number: 4530972Abstract: A fluorine-containing polymer substantially comprising (A) at least one fluorine-containing olefin of the formula:CF.sub.2 =CXYwherein X is a hydrogen atom or a fluorine atom and Y is a hydrogen atom, a chlorine atom, a fluorine atom, a trifluoromethyl group, a difluoromethyl group, a C.sub.1 -C.sub.3 perfluoroalkoxy group or a group of the formula:--(CF.sub.2).sub.m COOMwherein m is an integer of 0 to 3 and M is a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a sodium atom or a potassium atom but when X is a hydrogen atom, Y is always a hydrogen atom, (B) one or more C.sub.4 -C.sub.8 fluorine-containing dienes, (C) at least one iodine atom and (D) at least one saturated or unsaturated fluoro or chlorofluorohydrocarbon group, the molar ratio of the diene (B) and the olefin (A) being from 1.times.10.sup.-4 to 5.times.10.sup.-2, the iodine atom(s) (C) being from 0.001 to 10% by weight based on the weight of the polymer and the molar ratio of the group (D) and the olefin (A) being from 1.times.10.sup.-5 to 5.Type: GrantFiled: September 30, 1982Date of Patent: July 23, 1985Assignee: Daikin Kogyo Co., Ltd.Inventors: Masayoshi Tatemoto, Yasuyoshi Furukawa, Masayasu Tomoda, Masahiko Oka, Shigeru Morita
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Patent number: 4530981Abstract: Tetrafluoroethylene fine powder resins are made by adjusting temperature during polymerization wherein:(a) at the beginning of the polymerization the temperature is between 70.degree.-90.degree. C.,(b) when between 5-30% of the total amount of tetrafluoroethylene has been polymerized, the temperature is raised to between 100.degree.-125.degree. C.,(c) after 20-80% of the total tetrafluoroethylene has been polymerized and after step (b) has been carried out, the temperature is lowered by at least 30.degree. C. from the temperature used in step (b).Type: GrantFiled: August 13, 1984Date of Patent: July 23, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventor: Satish C. Malhotra
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Patent number: 4346235Abstract: A novel fluorine-containing compound of the formulaR.sub.1 --A--R.sub.2whereinA is ##STR1## R.sub.1 and R.sub.2 are each hydrogen or R.sub.3 OOC--CH.sub.2).sub.n, while R.sub.1 and R.sub.2 may not be hydrogen at the same time; X is hydrogen or halogen; R.sub.3 is hydrogen or a lower alkyl group; m is an integer of 1 to 5; and n is an integer of 4 to 11, and a process for preparing the same.Type: GrantFiled: June 10, 1980Date of Patent: August 24, 1982Assignees: Okamura Oil Mill Limited, Daikin Kogyo Co., Ltd.Inventors: Noboru Sonoda, Shinji Murai, Kazuhisa Takii
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Patent number: 4205150Abstract: A liquid chloroprene polymer having substantially at least one carboxyl group in the molecule and having a number average molecular weight of about 500 to about 20,000 which is produced by(1) homopolymerizing a chloroprene monomer or(2) copolymerizing a chloroprene monomer with a monomer copolymerizable with a chloroprene monomer,in the presence of an organic solvent and about 0.5 to about 20 parts by weight of a mercaptocarboxylic acid per 100 parts by weight of the monomers. The liquid polymer is reacted with a polyvalent metal oxide or hydroxide to form a thermo-reversible elastomeric composition.Type: GrantFiled: April 10, 1978Date of Patent: May 27, 1980Assignee: Denki Kagaku Kogyo Kabushiki KaishaInventor: Kiyonobu Marubashi
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Patent number: 4041017Abstract: A high polymer compound containing therein the reactive group represented by the following general formula; ##STR1## wherein X represents O or S; Y represents a hydrogen atom or a cyano group; and R.sub.2 represents a hydrogen atom, an alkyl group having not more than 4 carbon atoms, a halogen atom or a nitro group.Type: GrantFiled: June 13, 1975Date of Patent: August 9, 1977Assignee: Fuji Photo Film Co., Ltd.Inventors: Yukio Maekawa, Masato Satomura, Akira Umehara
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Patent number: 4041229Abstract: Polymers and copolymers of ##STR1## are disclosed, wherein X and X.sup.1 are halogen.Type: GrantFiled: November 8, 1976Date of Patent: August 9, 1977Assignee: Hooker Chemicals & Plastics CorporationInventor: Victor A. Pattison
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Patent number: 4004073Abstract: Polymers and copolymers of ##STR1## are disclosed, wherein X and X.sup.1 are halogen.Type: GrantFiled: February 9, 1976Date of Patent: January 18, 1977Assignee: Hooker Chemicals & Plastics CorporationInventor: Victor A. Pattison
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Patent number: 3978030Abstract: Fluorinated dioxole compounds and the process of preparation are disclosed which compounds are of the formula ##EQU1## wherein R.sub.1 and R.sub.2 are both perhalogenated hydrocarbon radicals of 1 to 3 carbon atoms containing at least one fluorine atom. The compounds may be homopolymerized and copolymerized for casting into films or yielding molded articles.Type: GrantFiled: December 12, 1974Date of Patent: August 31, 1976Assignee: E. I. Du Pont de Nemours and CompanyInventor: Paul Raphael Resnick
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Patent number: 3960825Abstract: A tough, flexible, nonelastic, high-modulus terpolymer composed of copolymerized units, in mole percents, of 45 to 55% ethylene, 40 to 50% tetrafluoroethylene and 3 to 9% hexafluoropropylene.Type: GrantFiled: October 15, 1973Date of Patent: June 1, 1976Assignee: Pennwalt CorporationInventors: Donald Nellis Robinson, Charles Benjamin Welsh