Phenolic Reactant Contains An Ethylenically Unsaturated Group Patents (Class 528/152)
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Patent number: 8859185Abstract: A resist underlayer film-forming composition includes a polymer including a repeating unit shown by a formula (1), and having a polystyrene-reduced weight average molecular weight of 3000 to 10,000, and a solvent. Each of R3 to R8 individually represent a group shown by the following formula (2) or the like. R1 represents a single bond or the like. R2 represents a hydrogen atom or the like.Type: GrantFiled: July 22, 2013Date of Patent: October 14, 2014Assignee: JSR CorporationInventors: Shin-ya Minegishi, Yushi Matsumura, Shinya Nakafuji, Kazuhiko Komura, Takanori Nakano, Satoru Murakami, Kyoyu Yasuda, Makoto Sugiura
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Publication number: 20140227887Abstract: A phenolic self-crosslinking polymer whose self-crosslinking reaction at a heating step is performed without additives for hardening the polymer, and a composition of resist-underlayer-film containing the same, are disclosed.Type: ApplicationFiled: September 5, 2012Publication date: August 14, 2014Inventors: Jeong-Sik Kim, Jae-Hyun Kim, Jae-Woo Lee
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Publication number: 20140100308Abstract: A method for preparing a phenol-formaldehyde resin is provided. The method includes extracting a biomass pyrolysis oil to obtain a first phenolic mixture, mixing the first phenolic mixture, furfural and an alkaline catalyst to proceed to a first polymerization reaction to form a phenol-formaldehyde resin precursor solution, and adding the alkaline catalyst to the phenol-formaldehyde resin precursor solution to proceed to a second polymerization reaction to form a phenol-formaldehyde resin solution. The disclosure also provides a resin material prepared from the phenol-formaldehyde resin. The disclosure further provides a method for preparing a resin molding material.Type: ApplicationFiled: December 11, 2013Publication date: April 10, 2014Applicant: Industrial Technology Research InstituteInventors: I-Min TSENG, Jinn-Jong WONG, Wen-Chuan HSU, Hua-Tang YUE
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Patent number: 8614155Abstract: An enhanced prepreg for printed circuit board (PCB) laminates includes a substrate and a resin applied to the substrate. The resin includes a curable polymer and a polymerization initiator polymer having a backbone with a free radical initiator forming segment that breaks apart upon being subjected to heat to generate a plurality of non-volatile initiating species. This resin composition eliminates possible volatile loss of the free radical initiator during all processing steps in the preparation of PCB laminates. The resin may additionally include a cross-linking agent, flame retardant and viscosity modifiers. In one embodiment, a sheet of woven glass fibers is impregnated with the resin and subsequently dried or cured. The glass cloth substrate may include a silane coupling agent to couple the resin to the substrate. In another embodiment, resin coated copper (RCC) is prepared by applying the resin to copper and subsequently curing the resin.Type: GrantFiled: August 20, 2010Date of Patent: December 24, 2013Assignee: International Business Machines CorporationInventors: Dylan Joseph Boday, Joseph Kuczynski
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Patent number: 8513133Abstract: A resist underlayer film-forming composition includes (A) a polymer that includes a repeating unit shown by a formula (1), and has a polystyrene-reduced weight average molecular weight of 3000 to 10,000, and (B) a solvent, wherein R3 to R8 individually represent a group shown by the following formula (2) or the like, —O—R1?R2??(2) wherein R1 represents a single bond or the like, and R2 represents a hydrogen atom or the like.Type: GrantFiled: August 30, 2011Date of Patent: August 20, 2013Assignee: JSR CorporationInventors: Shin-ya Minegishi, Yushi Matsumura, Shinya Nakafuji, Kazuhiko Komura, Takanori Nakano, Satoru Murakami, Kyoyu Yasuda, Makoto Sugiura
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Publication number: 20120252217Abstract: A resist underlayer film-forming composition includes (A) a polymer that includes a repeating unit shown by a formula (1), and has a polystyrene-reduced weight average molecular weight of 3000 to 10,000, and (B) a solvent, wherein R3 to R8 individually represent a group shown by the following formula (2) or the like, —O—R1?R2 ??(2) wherein R1 represents a single bond or the like, and R2 represents a hydrogen atom or the like.Type: ApplicationFiled: August 30, 2011Publication date: October 4, 2012Applicant: JSR CorporationInventors: Shin-ya MINEGISHI, Yushi MATSUMURA, Shinya NAKAFUJI, Kazuhiko KOMURA, Takanori NAKANO, Satoru MURAKAMI, Kyoyu YASUDA, Makoto SUGIURA
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Patent number: 7659051Abstract: A naphthalene-backbone polymer represented by Formula 1: wherein n and m are independently at least 1 and less than about 190, R1 is a hydrogen, a hydroxyl, a hydrocarbon group of about 10 carbons or less, or a halogen, R2 is methylene or includes an aryl linking group, R3 is a conjugated diene group, and R4 is an unsaturated dienophile group.Type: GrantFiled: December 31, 2007Date of Patent: February 9, 2010Assignee: Cheil Industries, Inc.Inventors: Kyong Ho Yoon, Jong Seob Kim, Dong Seon Uh, Chang Il Oh, Kyung Hee Hyung, Min Soo Kim, Jin Kuk Lee
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Patent number: 7504471Abstract: The present invention discloses a sulfur-containing phenolic resin which comprises an organic group represented by the following formula (1): —R1—S—R2—S—R1—??(1) wherein R1 represents a hydrocarbon group having 2 to 6 carbon atoms, R2 represents a hydrocarbon group having 1 to 10 carbon atoms, between a phenolic carbon and a phenolic carbon, phenol derivatives represented by the following formula (5): wherein R5 represents a C2-3 alkylene group, R6 represents a C1-10 alkylene group, G represents H, a C1-10 alkyl group, etc., and an epoxy resin composition containing (A) a curing agent of the above-mentioned formula (5) and (B) an epoxy resin as essential components.Type: GrantFiled: October 11, 2002Date of Patent: March 17, 2009Assignee: Hitachi Chemical Co., Ltd.Inventors: Haruaki Sue, Takashi Kumaki, Hideyasu Tsuiki, Hiroshi Matsutani, Toshihiko Takasaki, Iwao Fukuchi
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Publication number: 20080171205Abstract: It is an object of the present invention to provide a phenolic novolak resin for a shell mold which is capable of simultaneously solving a problem of gas defect caused by a tar generated at the time of casting and a problem of a casting defect represented by veining. As the phenolic novolak resin in RCS for the shell mold, there is used a copolycondensation resin-type phenolic novolak resin obtained by reacting a phenol and an alkylphenol, with at least one of aldehydes, wherein a ratio of an ortho-bond to a para-bond of a methylene group in the phenolic novolak resin is not less than 1.5, and a fire-resisitant particle is coated with this resin.Type: ApplicationFiled: February 29, 2008Publication date: July 17, 2008Applicant: Asahi Organic Chemicals Industry Co., Ltd.Inventor: Hiroshi FURUSAWA
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Patent number: 6743861Abstract: An ESCAP type polymer which has a controlled structure wherein the groups protecting phenolic hydroxyl groups have been selectively or partly eliminated or decomposed with an acid and no carboxylic acid residues are contained and which is a narrow-disperse polymer and is suitable for use as a material for a chemical amplification type resist for excimer lasers which has excellent resolution. The process is characterized by subjecting either an alkenylphenol in which the phenolic hydroxyl group has been protected or the alkenylphenol and a vinylaromatic compound to anionic polymerization together with a (meth)acrylic ester to give a block copolymer and eliminating only a given proportion of the groups protecting the phenolic hydroxyl groups from the block copolymer with an acid reagent. Thus, an alkenylphenol copolymer is synthesized which has a ratio of the weight-average molecular weight (Mw) to the number-average molecular weight (Mn), (Mw/Mn), of 1.00 to 1.50 and has no carboxylic acid residues.Type: GrantFiled: March 1, 2002Date of Patent: June 1, 2004Assignee: Nippon Soda Co. Ltd.Inventors: Hitoshi Matsumoto, Yukikazu Nobuhara, Shinichi Kimizuka
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Patent number: 6417317Abstract: A novolak resin precursor is composed of bonded phenolic moieties, one of the hydrogen atoms in the o- or p-positions relative to the hydroxy group of each phenolic moiety is substituted with an alkyl or alkenyl group having 1 to 3 carbon atoms, and the other two hydrogen atoms are bonded through methylene bonds. The content of ortho-ortho bonding is 30 to 70% relative to the number of total methylene bonds and the weight average molecular weight of the precursor is 300 to 10,000. A novolak resin is obtained from this precursor, and a positive photoresist composition comprises this novolak resin. The invention provides a positive photoresist composition that comprises less binuclear compounds, suppresses scum formation, is excellent in terms of definition and coating performance and provides a resist pattern having satisfactory heat resistance.Type: GrantFiled: December 13, 1999Date of Patent: July 9, 2002Assignee: Togyo Ohka Kogyo Co., Ltd.Inventors: Ken Miyagi, Kousuke Doi, Ryuusaku Takahashi, Hidekatsu Kohara, Toshimasa Nakayama
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Patent number: 6179885Abstract: This invention relates to a composition, comprising: (I) an aromatic Mannich compound derived from: (A) a hydroxy containing aromatic compound having the formula wherein in Formula (A-1): Ar is an aromatic group; m is 1, 2 or 3; n is a number from 1 to about 4; with the proviso that the sum of m and n does not exceed the number of available positions on Ar that can be substituted; each R1 independently is a hydrocarbyl group of up to about 400 carbon atoms; and R2 is H, amino or carboxyl; (B) an aldehyde or ketone having the formula or a precursor thereof; wherein in Formula (B-1): R1 and R2 independently are H or hydrocarbyl groups having from 1 to about 18 carbon atoms; and R2 can also be a carbonyl-containing hydrocarbyl group having from 1 to about 18 carbon atoms; and (C) a mixture of water and an amine, said amine containing at least one primary or secondary amino group; and (II) alcohol.Type: GrantFiled: June 22, 1999Date of Patent: January 30, 2001Assignee: The Lubrizol CorporationInventor: Rodney John McAtee
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Patent number: 5952447Abstract: Disclosed is a phenol resin composition containing a specific triazines-modified novolak phenol resin comprising phenols, triazines and aldehydes, and a method for producing the triazines-modified novolak phenol resin comprising the steps of as a first step reaction, successively effecting processes (i), (ii) and (iii), wherein said process (i) is a process for adjusting a pH of a system of a mixture of phenols, triazines and aldehydes in a range of 5 to 10, said process (ii) is a process for reacting said mixture under the condition that the aldehydes are not volatilized and said process (iii) is a process for removing a reaction water in the system; then as a second step reaction, successively effecting said processes (ii) and (iii) at a higher temperature than that of the first step reaction; thereafter as a third step reaction, successively effecting said processes (ii) and (iii) at a higher temperature than that of the second step reaction; and further, depending upon a necessity, repeating the second stType: GrantFiled: May 8, 1998Date of Patent: September 14, 1999Assignee: Dainippon Ink and Chemicals, Inc.Inventor: Takashi Ikeda
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Patent number: 5340687Abstract: An alkali-soluble binder resin made by a condensation reaction of hydroxy styrene moiety having formulae (I) or (II): ##STR1## wherein x is an integer from 2 to 300; with a monomethylolated phenolic compound having a formula (III): ##STR2## wherein R.sub.1 and R.sub.2 are individually selected from the group consisting of lower alkyl group having 1-4 carbon atoms, lower alkoxy group having 1-4 carbon atoms, amino group, and carboxylic acid group; wherein R.sub.3 and R.sub.4 are individually selected from the group consisting of hydrogen, lower alkyl group having 1-4 carbon atoms, lower alkoxy groups having 1-4 carbon atoms, an amino group, and a carboxylic group; and wherein the mole ratio of the hydroxy styrene moiety to the monomethylolated phenolic compound is from about 1:10 to about 10:1.Type: GrantFiled: May 6, 1992Date of Patent: August 23, 1994Assignee: OCG Microelectronic Materials, Inc.Inventor: Kenji Honda
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Patent number: 5288842Abstract: A method of producing a multiphase polymer is disclosed whereby the phases have the same chemical structure but have different morphological states and thus different properties. This is achieved by forming a mixture of precursors of the polymer, at least one of the precursors having a reaction rate higher than the other precursor or precursors in the mixture. The precursor having the highest reaction rate is then converted to obtain a composite of a polymer and the precursors that are not polymerized. This mixture might also be formed by mixing a soluble polymer with its precursor.Type: GrantFiled: January 30, 1991Date of Patent: February 22, 1994Assignee: International Business Machines CorporationInventors: Claudius Feger, Rodney T. Hodgson, David A. Lewis, Ravi Saraf
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Patent number: 5268444Abstract: Phenylethynyl-terminated poly(arylene ethers) are prepared in a wide range of molecular weights by adjusting monomer ratio and adding an appropriate amount of 4-fluoro-4'-phenylethynylbenzophenone during polymer synthesis. The resulting phenylethynyl-terminated poly(arylene ethers) react and crosslink upon curing for one hour at 350.degree. C. to provide materials with improved solvent resistance, higher modulus and better high temperature properties than the linear, uncrosslinked polymers.Type: GrantFiled: April 2, 1993Date of Patent: December 7, 1993Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Brian J. Jensen, Robert G. Bryant, Paul M. Hergenrother
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Patent number: 5233001Abstract: A composition comprising a 1,2-dialkylidenecyclobutane such as 1,2-dimethylenecyclobutane, a diallyl compound and a polyimide such as a bismaleimide can be thermally cured to a tough copolymer having a high glass transition temperature.Type: GrantFiled: May 28, 1992Date of Patent: August 3, 1993Assignee: Shell Oil CompanyInventors: Larry S. Corley, Kent M. Hutton, Jr.
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Patent number: 5157018Abstract: Polymers comprising perfluoroalkyl groups, reproduction layers containing these polymers and use thereof for waterless offset printing. The novel perfluoroalkyl group-containing polymers comprise polymers or polycondensates and have, in each case as substituents on different carbon atoms of benzene rings, phenolic OH groups and perfluoroalkyl groups which are optionally attached through intermediate members. In particular, at least 10% of the polymer units carry perfluoroalkyl groups. These polymers are either formed by condensation of substituted phenols (e.g., 4-hydroxybenzoic acid-perfluoroalkyl ester) with an aldehyde, a ketone, or a reactive bismethylene compound or by reacting polymers containing phenolic OH groups (e.g., hydroxypolystyrene) or polycondensates containing reactive OH groups (e.g., phenol-formaldehyde resins) with a perfluoroalkyl group-containing compound (e.g., 2,2-dihydroperfluorodecanoic acid chloride).Type: GrantFiled: February 10, 1992Date of Patent: October 20, 1992Assignee: Hoechst AktiengesellschaftInventor: Werner H. Muller
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Patent number: 4847332Abstract: Cyclic formals, other than trioxane, form macromers with an olefinically unsaturated alcohol which functions as a propagating species to form a macromer of polyformal having a molecular weight generally less than about 10,000. A cationically ring-openable ether may be used to provide a polyether spacer in the alkenyl alcohol so that the macromer of polyformal formed contains a polyether block. Thus, the polyformal macromer may have a acryloyl, allyl, or styryl head group. Macromers of polyformal block copolymers are formed sequentially by first forming the block of first formal and then without isolating the macromer so formed, sequentially polymerizing a second formal monomer to form the second formal block. A macromer of randon copolymer may be formed with one or more cyclic formals or a cyclic ether. Macromers of random copolymers may also be formed with formaldehyde or trioxane.Type: GrantFiled: December 7, 1987Date of Patent: July 11, 1989Assignee: The B. F. Goodrich CompanyInventor: Simon H. Yu
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Patent number: 4804721Abstract: The resins resulting from converting the phenol-formaldehyde type condensation products of dicyclopentadiene-phenol adducts with selected aldehydes and ketones to their corresponding vinylbenzyl ethers are an excellent matrix in which to embed fibers to produce a composite. Such resins, especially as a blend of materials with varying molecular weight distribution, are amorphous materials whose glass transition temperature is well under the curing temperature, and whose solubility permits solutions with high solids content so as to afford coatings with high resin content. The extensively crosslinked polymer resulting from thermal, photochemical, or free radical initiated polymerization has excellent thermal and electrical properties for use in multilayer circuit boards.Type: GrantFiled: November 30, 1987Date of Patent: February 14, 1989Assignee: Allied-Signal Inc.Inventors: Joseph J. Zupancic, Jeffrey P. Conrad
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Patent number: 4774282Abstract: Novel curable resin compositions are disclosed containing an aromatic cyanate ester and an allyl ether of a bisphenol as a modifier. These compositions provide improved prepregs and composites. Additional modifiers including epoxy resins and bismaleimides may be included.Type: GrantFiled: November 20, 1986Date of Patent: September 27, 1988Assignee: Amoco CorporationInventor: Shahid P. Qureshi
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Patent number: 4680375Abstract: Tricarbocyanine polymeric dyes have formulae I and II: ##STR1## where Y can be ##STR2## --S--, --Se-- or --O--, A can be ##STR3## in which R.sup.19 can be alkyl or --Cl, and p can be 0 or 1, R.sup.6 and R.sup.7 independently can be alkyl of (C.sub.1 -C.sub.30), preferably (C.sub.1 -C.sub.18),R.sup.4 and R.sup.5 independently can be --H, C.sub.6 H.sub.5 SO.sub.2 --, or CF.sub.3 SO.sub.2 --,Z can be --SO.sub.2 --, --CH.sub.2).sub.m, or vinylene,W can be I.sup.-, Br.sup.-, Cl.sup.-, ClO.sub.4.sup.-, PECHS.sup.- (polyethylcyclohexylsulfonate), F.sub.3 CSO.sub.3.sup.- (trifluoromethanesulfonate), or other commonly used dye anions,m is an integer of 1 to 20, andn is an integer of 5 to 10,000.Type: GrantFiled: March 11, 1985Date of Patent: July 14, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventor: Mohamed A. Elmasry
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Patent number: 4632966Abstract: A thermosetting resin composition comprising an N,N'-bismaleimide compound and an allylated phenol novolak resin having partially or wholly allyl-etherified phenolic hydroxyl groups and substantially no nucleous-substituted allyl group.Type: GrantFiled: October 10, 1985Date of Patent: December 30, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Shuichi Kanagawa, Hisao Takagishi, Teruho Adachi, Kunimasa Kamio
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Patent number: 4500690Abstract: Heat resistant thermosetting prepolymers are prepared by reacting one or more methylated pyridines or pyrazines with one or more aromatic dialdehydes, and isopropenyl phenols. The prepolymers can be further reacted with bismaleimides to make prepolymers with lower cure temperatures and faster cure rates. The total number of methyl groups on the pyridine or pyrazine can vary from 2 to 4. The prepolymers are cured to produce heat resistant polymers and laminates with conventional fibers such as carbon fibers.Type: GrantFiled: May 11, 1984Date of Patent: February 19, 1985Assignee: The Dow Chemical CompanyInventor: Randy J. LaTulip
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Patent number: 4404358Abstract: The invention relates to oil-modified resole varnishes particularly useful for impregnating paper laminates. Specifically, the invention relates to such compositions in which linseed oil or mixtures thereof with tung oil or oiticica oil is used as the modifier for the resole. Laminates prepared using the varnish are characterized by manufacturing economy, enhanced punchability and other salutary properties.Type: GrantFiled: October 30, 1980Date of Patent: September 13, 1983Assignee: General Electric CompanyInventor: Bruce Q. Ballert
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Patent number: 4388451Abstract: A copolymer formed by reacting maleic anhydride or a maleimide or a mixture of these with an allylphenol, a methallylphenol, or substituted allyl or methallylphenol. The anhydride polymers are characterized as having a 1:1 molar ratio of maleic anhydride to phenol or substituted phenol. The maleic anhydride copolymers are water soluble materials, useful as epoxy resin modifiers and curatives, as ion exchange resins or membranes, laminates, and detergent additives and builders. The maleimide containing copolymers are also useful as epoxy resin modifiers and useful in the production of laminates, composites and coatings.Type: GrantFiled: September 28, 1981Date of Patent: June 14, 1983Assignee: Ashland Oil, Inc.Inventors: Billy M. Culbertson, Larry K. Post, Ann E. Aulabaugh
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Patent number: 4308367Abstract: Polymerizable compositions comprise(a) a compound containing in the same molecule both at least one phenolic hydroxyl group and at least two groups chosen from allyl, methallyl, and 1-propenyl groups, e.g., 2,2-bis(3-allyl-4-hydroxyphenyl)propane or bis(3-(1-propenyl)-4-hydroxyphenyl)methane,(b) a compound containing at least two mercaptan groups per molecule, e.g., pentaerythritol tetrathioglycollate, and(c) a heat-activated crosslinking agent for phenol-aldehyde novolac resins.The compositions are caused to polymerize by the action of irradiation of free-radical catalysts. The polymers so obtained, containing more than one phenolic hydroxyl group, can be subsequently crosslinked in situ by heating. The compositions are useful in various two-stage operations, such as the production of multilayer printed circuits.Polymerizable compositions may also comprise(d) a compound as (a) but containing at least two phenolic hydroxyl groups,(e) a compound containing more than two mercaptan groups per molecule.Type: GrantFiled: January 19, 1979Date of Patent: December 29, 1981Assignee: Ciba-Geigy CorporationInventors: George E. Green, Abdul-Cader Zahir
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Patent number: 4291148Abstract: Process for the preparation of a phenol resin modified with a liquid polybutadiene which comprises reacting a polybutadiene having a number average molecular weight of 150 to 5,000 with a phenol in the presence of an acid catalyst to obtain a composition which consists of a polybutadiene-phenol adduct and unreacted phenol, in said polybutadiene-phenol adduct, one molecule of phenol per 3 to 8 butadiene units being added to the polybutadiene, and reacting the composition of a polybutadiene-phenol adduct with a formaldehyde in the presence of a basic catalyst, said basic catalyst comprising a primary amine of the formula: R--NH.sub.2 wherein R is a hydrocarbon group having 1 to 20 carbon atoms in an amount of 0.01 to 0.5 mole per 1 mole of the phenol used for the preparation of the composition which is used alone or in combination thereof with other basic compound.Type: GrantFiled: June 12, 1979Date of Patent: September 22, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Seimei Yasui, Masakazu Sagou, Takanobu Noguchi, Yoshiki Toyoshima, Junzo Saito
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Patent number: 4273891Abstract: Hydroxy aromatic compositions containing (a) a hydroxyl group bonded directly to a carbon of an aromatic nucleus, (b) a hydrocarbon-based substituent of at least about 50 aliphatic carbon atoms bonded directly to a carbon atom of an aromatic nucleus, (c) at least one methylol or lower hydrocarbyl substituted methylol substituent bonded directly to a carbon atom of an aromatic nucleus, and not having any alkylene linkages between carbon atoms of two aromatic nuclei are useful as additives for normally liquid fuels and lubricating oils. These hydroxy aromatic compositions are also useful as intermediates for preparing other additives for fuels and lubricants. Typical hydroxy aromatic compositions of the present invention are formed by reaction of formaldehyde with an alkenyl- or alkyl-substituted phenol wherein the alkyl or alkenyl substituent contains an average of about 50 carbon atoms.Type: GrantFiled: September 6, 1977Date of Patent: June 16, 1981Assignee: The Lubrizol CorporationInventors: John F. Pindar, Jerome M. Cohen, Charles P. Bryant
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Patent number: 4259464Abstract: Cyclic phenol-aldehyde resins, for example cyclic tetramers; derivatives thereof; processes by which they are prepared; and uses thereof.Type: GrantFiled: May 13, 1976Date of Patent: March 31, 1981Assignee: Petrolite CorporationInventors: Rudolf S. Buriks, Allen R. Fauke, John H. Munch
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Patent number: 4194071Abstract: There is disclosed a thermosetting phenolic resin composition, suitable for use in injection molding, which resin composition contains a molding grade phenolic resin and an effective amount of a reactive compound (e.g., para-t-butylphenol) that is capable of reducing the viscosity of molding compositions containing said phenolic resin compositon to a processable viscosity at a temperature at which the period of time within which said molding composition cures to a thermoset state is longer than the period of time that said molding composition is in the runner during a normal injection molding operation. There is also disclosed molding compositions containing said phenolic resin composition, and an injection molding process utilizing the same.Type: GrantFiled: February 11, 1976Date of Patent: March 18, 1980Assignee: Union Carbide CorporationInventor: Marvin E. Sauers
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Patent number: 4179429Abstract: A new resol-type phenol resin is described which is obtained by heat-reacting isopropenylphenol oligomer as partial or whole phenol component of the resin with an aldehyde in the presence of a basic catalyst. Varnishes are obtained by adding a suitable vehicle to the resin. Laminates manufactured by impregnating a base with the phenol resin and heating the impregnated base to cure the resin are obtained with superior mechanical and electrical characteristics.Type: GrantFiled: January 19, 1978Date of Patent: December 18, 1979Assignee: Mitsui Toatsu Chemicals IncorporatedInventors: Kunio Hanauye, Tsutomu Takase, Yoshio Morimoto
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Patent number: 4168365Abstract: A flame-retardant phenolic resin which comprises the product obtained on(a) reacting at least one halogenated compound represented by the general formula (I) ##STR1## wherein A is --CH.dbd.CH.sub.2 or --O--CH.sub.2 --CH.dbd.CH.sub.2, X is a chlorine atom or a bromine atom, and n is an integer of 1, 2 or 3, with at least one phenol in the presence of an acidic catalyst; and(b) reacting the resulting reaction product with at least one phosphoric acid ester compound containing a phenolic OH group represented by the general formula (II), (III) or (IV). ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each represents an unsubstituted or substituted hydrocarbyl group, where R.sub.1 and R.sub.2 may be the same or different, and n is 1, 2 or 3, and at least one aldehyde or a precursor thereof in the presence of an acidic or alkali catalyst; and a process for producing the flame-retardant phenolic resin.Type: GrantFiled: November 30, 1977Date of Patent: September 18, 1979Assignee: Matsushita Electric Works, Ltd.Inventors: Hidekazu Takano, Toshiharu Mikawa, Kazuhiko Nemoto
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Patent number: 4157324Abstract: This invention relates to high ortho etherified resole resins. The resole resins are prepared by reacting under acidic conditions phenol with formaldehyde in the presence of a divalent electropositive metal. The resole resins are then etherified with an alcohol and dehydrated to less than 1 percent water. The novel high ortho etherified resole resins are useful in coating, bonding and adhesive compositions. Such resoles are readily curable with coreactive resins providing chemical and solvent resistance.Type: GrantFiled: June 29, 1978Date of Patent: June 5, 1979Assignee: Monsanto CompanyInventor: Harry M. Culbertson
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Patent number: 4120847Abstract: This invention relates to high ortho etherified resole resins. The resole resins are prepared by reacting under acidic conditions phenol with formaldehyde in the presence of a divalent electropositive metal. The resole resins are then etherified with an alcohol and dehydrated to less than 1 percent water. The novel high ortho etherified resole resins are useful in coating, bonding and adhesive compositions. Such resoles are readily curable with coreactive resins providing chemical and solvent resistance.Type: GrantFiled: September 6, 1977Date of Patent: October 17, 1978Assignee: Monsanto CompanyInventor: Harry M. Culbertson
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Patent number: 4107141Abstract: Novel phenolamine resins which are condensation products of hexamethylene tetramine with a phenol component such as an alkylphenol with 5 to 12 carbon atoms in the alkyl radical, styrene-alkylated phenol, cumylphenol, diphenylolpropane, hydroxybenzoic acid. The condensation reaction is conducted at a temperature ranging from 90.degree. to 180.degree. C.The products thus prepared are efficient stabilizing agents for rubbers and vulcanizates.Type: GrantFiled: October 10, 1975Date of Patent: August 15, 1978Inventors: Vladimir Vasilievich Moiseev, Vladimir Vasilievich Kosovtsev, Galina Prokofievna Kolesnikova, Tamara Ivanovna Esina, Alexandr Nikolaevich Polukhin, Viktor Alexandrovich Zimnukhov