-xh Reactant Contains A Halogen Atom Patents (Class 521/171)
  • Patent number: 11674010
    Abstract: A thermoset foam comprises from 0.2 to 4.0 wt. % of at least one aliphatic brominated polyether polyol, from 2.0 to 7.0 wt. % of at least one aromatic brominated polyester polyol, and from 2.0 to 7.5 wt. % of at least one flame retardant comprising organo-phosphate, organo-phosphonate, or organo-phosphite, wherein the ratio of the amount of aliphatic bromine expressed as a percentage of total bromine to the amount of aromatic bromine expressed as a percentage of total bromine is from 10:90 to 50:50.
    Type: Grant
    Filed: January 25, 2022
    Date of Patent: June 13, 2023
    Assignee: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC
    Inventors: Kali Ananth Suryadevara, Mark W. Beach, Dakai Ren
  • Patent number: 11525026
    Abstract: Polymers containing halogen functionality are prepared by the addition or condensation polymerization of at least one halogenated reactant containing at least two active hydrogen-containing functional groups per molecule and at least one halogenated heteroalkyl or halogenated heteroalkenyl group per molecule and at least one co-reactant containing at least two functional groups reactive with the active hydrogen groups of the at least one halogenated reactant.
    Type: Grant
    Filed: September 25, 2018
    Date of Patent: December 13, 2022
    Assignee: Arkerna Inc.
    Inventors: Benjamin Bin Chen, Craig A. Polsz, Lucy Clarkson
  • Patent number: 9321142
    Abstract: The subject is to provide a polymer material which enables to improve planarity and planarization efficiency of a polished surface and is useful as a polishing pad which generates only a few scratches. The said subject is solved by a polymer material having a tensile modulus at 50° C. after saturation swelling with 50° C. water of 130 to 800 MPa, a loss tangent at 50° C. of not more than 0.2, and a contact angle with water of not more than 80°.
    Type: Grant
    Filed: September 21, 2006
    Date of Patent: April 26, 2016
    Assignee: KURARAY CO., LTD.
    Inventors: Chihiro Okamoto, Shinya Kato, Shunji Kaneda, Hirofumi Kikuchi
  • Patent number: 9309366
    Abstract: A flexible polyurethane foam containing a flame retardant blend of at least one diester diol a ring-brominated aromatic compound and at least one epoxy resin.
    Type: Grant
    Filed: February 22, 2012
    Date of Patent: April 12, 2016
    Assignee: Chemtura Corporation
    Inventors: Carl H. Powell, Jr., Matthew D. Phillips, Stephen B. Falloon
  • Patent number: 9302413
    Abstract: A composition for manufacturing a foam material based on flavonoid tannins, includes a flavonoid tannin powder mainly of the prorobineditinidin and/or the profisetinidin type, according to an amount in weight in the range between 40% and 45% of the composition, furfuryl alcohol, a blowing agent, and a catalyst. The composition is totally formaldehyde-free, and contains an amount of furfuryl alcohol greater than 20% in weight of the composition. The composition makes possible to obtain foam materials of high characteristics and low cost, that can typically be used in the fields of building and in the automotive industry and in the vehicles in general.
    Type: Grant
    Filed: July 18, 2012
    Date of Patent: April 5, 2016
    Assignees: SILVACHIMICA S.R.L., UNIVERSITE DE LORRAINE
    Inventors: Antonio Pizzi, Maria Cecilia Basso, Alain Celzard, Vanessa Fierro, Samuele Giovando
  • Publication number: 20140073712
    Abstract: The present invention relates to polyurethanes obtainable via mixing of (a) polyisocyanate, (b) polymeric compounds having groups reactive toward isocyanates, (c) catalyst, (d) aliphatic hydrocarbon having from 2 to 15 carbon atoms and comprising at least one heteroatom selected from the group consisting of oxygen, nitrogen, and sulfur, and comprising at least one bromine and/or chlorine atom, (e) optionally blowing agent, (f) optionally chain extender and or crosslinking agent, and (g) optionally auxiliary and/or additives to give a reaction mixture and allowing the reaction mixture to complete its reaction to give the polyurethane, where the aliphatic hydrocarbon (d) comprises no phosphoric ester, polyphosphate, phosphonic ester, or phosphorous ester. The present invention further relates to a process for producing such polyurethanes, and to their use in the interior of conveyances.
    Type: Application
    Filed: September 9, 2013
    Publication date: March 13, 2014
    Applicant: BASF SE
    Inventors: Iran OTERO MARTINEZ, Udo HADICK, Christian HAGEN
  • Patent number: 8378054
    Abstract: A process for preparing polyaryl ethers in which a polycondensation of the monomer building blocks is carried out using microwave irradiation leads to thermoplastic molding compositions having improved color properties.
    Type: Grant
    Filed: November 11, 2008
    Date of Patent: February 19, 2013
    Assignee: BASF SE
    Inventors: Martin Weber, Volker Warzelhan, Faissal-Ali El-Toufaili, Andreas Greiner, Heiner Stange, Seema Agrarwal
  • Patent number: 8362098
    Abstract: A process for producing viscoelastic flexible polyurethane foams by reacting a) polyisocyanates with b) compounds having at least two hydrogen atoms which are reactive toward isocyanate groups, c) blowing agents, wherein b) comprise b1) from 70 to 10 parts by weight of at least one polyether alcohol having polyoxypropylene units, a nominal functionality of from 3 to 6 and a hydroxyl number of 100 to 300 mg KOH/g, b2) from 10 to 70 parts by weight of at least one polyetherol having polyoxypropylene units, a nominal functionality of 2 and a hydroxyl number of 50 to 350 mg KOH/g, b3) from 10 to 30 parts by weight of at least one polyether alcohol having ethylene oxide units, a nominal functionality of from 2 to 3 and a hydroxyl number of 50 to 550 mg KOH/g, b4) from 0 to 20 parts by weight of at least one graft polyetherol having a nominal functionality of from 2 to 3 and a hydroxyl number of 20 to 40 mg KOH/g.
    Type: Grant
    Filed: November 30, 2006
    Date of Patent: January 29, 2013
    Assignee: BASF SE
    Inventors: Stephan Goettke, Heinz-Dieter Lutter, Berend Eling, Steven Edward Wujcik, Jens Mueller
  • Patent number: 8232364
    Abstract: The present invention relates to improved gel masses prepared from a reaction mixture of NCO prepolymers and selected compounds containing groups reactive towards isocyanate groups. This invention is also directed to a process for the production of these gel masses and to the production of pressure-distributing elements comprising these gel masses.
    Type: Grant
    Filed: September 7, 2006
    Date of Patent: July 31, 2012
    Assignee: TechnoGel GmbH
    Inventors: Andreas Hoffman, Heinz-Dieter Ebert, Matteo Mason
  • Publication number: 20120016046
    Abstract: The present invention relates to viscoelastic polyurethane foam formulations, viscoelastic polyurethane foams formed from such formulations, and products formed from the viscoelastic polyurethane foams.
    Type: Application
    Filed: July 31, 2008
    Publication date: January 19, 2012
    Applicant: Albermarle Corporation
    Inventors: Eric-Jack Gerard, Haiting Zheng, Jianfeng Wang
  • Publication number: 20110124761
    Abstract: Provided is a chlorinated polyether which has excellent solubility in solvents and excellent thermal stability, has the excellent effect of improving the adhesion of coating materials, inks, and adhesives to polyolefins, can be expected to be usable as a flame retardant, and is useful also as a novel starting material for polyurethanes. The polyether is a novel chlorinated polyether containing, as a repeating unit, at least one of the chlorinated-ether residue represented by the following formula (1) and the chlorinated-ether residue represented by the following formula (2). Also provided is a novel polyurethane obtained therefrom.
    Type: Application
    Filed: June 9, 2009
    Publication date: May 26, 2011
    Inventors: Takashi Okada, Megumi Okada, Mayuko Okada, Yuko Okada
  • Patent number: 7671105
    Abstract: A resin composition and an article formed therefrom are disclosed. The resin composition comprises a halogenated polyol, a brominated polyol different from the halogenated polyol, and a flame retardant. The resin composition may further comprise other components, such as supplemental polyols, catalysts, adhesion promoters, surfactants, blowing agents, additives, or combinations thereof. The article comprises the reaction product of an isocyanate, the halogenated polyol, and the brominated polyol in the presence of the flame retardant, a blowing agent, and optionally, one of more of the other components. Typically, the article is defined as a polyurethane foam. The article exceeds Class I flammability requirements, such as flame spread index, smoke density, and convective flame spread parameter according to ASTM E-84 and FM 4880 testing.
    Type: Grant
    Filed: August 22, 2006
    Date of Patent: March 2, 2010
    Assignee: BASF Corporation
    Inventors: Michael J. Krupa, Richard P. Harrison, Edward A. Sliwka
  • Patent number: 6887913
    Abstract: A method for producing a rigid foamed synthetic resin, which comprises reacting a polyol with a polyisocyanate compound in the presence of water, a catalyst and a fluorine-containing compound of the formula 1: Rf—O-(A-O)n—R??Formula 1 where in the formula 1, Rf is a C2-27 fluorine-containing organic group, n is an integer of from 1 to 100, A is an alkylene group having a carbon number in the straight chain portion between bonds of from 2 to 4, provided that when n is from 2 to 100, the plurality of A may be the same or different, and R is a hydrogen atom, a C1-18 alkyl group or a C1-18 acyl group.
    Type: Grant
    Filed: July 18, 2002
    Date of Patent: May 3, 2005
    Assignee: Asahi Glass Company, Limited
    Inventors: Hiromichi Hotta, Hisashi Sato, Tadanobu Kuroki, Genichirou Enna
  • Patent number: 6653361
    Abstract: A polyurethane foam or elastomer comprises an organic polyisocyanate component, an active hydrogen-containing component reactive with the polyisocyanate component, wherein the viscosity of this component is less than about 500 cP at room temperature, a catalyst component, a surfactant, and a flame retarding composition. The components may be low VOC. A preferred flame retarding composition comprises an antimony-based compound, a halogenated, active hydrogen-containing component reactive with the polyisocyanate component, and a halogenated flame-retarding agent. Such polyurethanes are useful as gaskets, seals, padding, in automotive applications, and the like.
    Type: Grant
    Filed: April 25, 2002
    Date of Patent: November 25, 2003
    Assignee: World Properties, Inc.
    Inventors: Amy L. Gilman, Scott S. Simpson, Petr Svoboda
  • Publication number: 20030032688
    Abstract: A method for producing a rigid foamed synthetic resin, which comprises reacting a polyol with a polyisocyanate compound in the presence of water, a catalyst and a fluorine-containing compound of the formula 1:
    Type: Application
    Filed: July 18, 2002
    Publication date: February 13, 2003
    Applicant: Asahi Glass Company, Limited
    Inventors: Hiromichi Hotta, Hisashi Sato, Tadanobu Kuroki, Genichirou Enna
  • Patent number: 6100359
    Abstract: The present invention relates to an ablative fire resistant hydrophilic polyurea foam made from low molecular weight polyols capped with an isocyanate, with the polyol mixture including a fire retardant polyol that preferably includes carborane disilanol, with the fire retardant polyol containing the carborane disilanol imparting superior fire retardancy characteristics. The present invention also relates to a prepolymer for forming the polyurea foam and the present invention especially relates to the use of a carborane disilanol fire retardant polyol. The present invention also relates to a method for forming the polyurea foam and the prepolymer.
    Type: Grant
    Filed: December 3, 1998
    Date of Patent: August 8, 2000
    Inventor: Sina Ghatan
  • Patent number: 6086784
    Abstract: Premixes intended for the preparation of polyurethane or polyisocyanurate foams comprising at least one polyol, at least one hydrofluoroalkane corresponding to the general formula CF.sub.3 --CR.sup.1 R.sup.2 --CF.sub.2 --R.sup.3, where R.sup.1 and R.sup.2 represent, independently, a hydrogen atom or an optionally fluorinated C.sub.1 -C.sub.3 alkyl group and where R.sup.3 represents a hydrogen atom or a methyl group, and at least one stabilizer chosen from nitroalkanee, diketones, alkaline-earth metal salts and brominated compounds.
    Type: Grant
    Filed: October 13, 1998
    Date of Patent: July 11, 2000
    Assignee: Solvay S.A.
    Inventors: Pierre Barthelemy, Annie Leroy
  • Patent number: 5889286
    Abstract: Premixes intended for the preparation of polyurethane or polyisocyanurate foams comprising at least one polyol, at least one hydrofluoroalkane corresponding to the general formula CF.sub.3 --CR.sup.1 R.sup.2 --CF.sub.2 --R.sup.3, where R.sup.1 and R.sup.2 represent, independently, a hydrogen atom or an optionally fluorinated C.sub.1 -C.sub.3 alkyl group and where R.sup.3 represents a hydrogen atom or a methyl group, and at least one stabilizer chosen from nitroalkanes, diketones, alkaline-earth metal salts and brominated compounds.
    Type: Grant
    Filed: September 23, 1996
    Date of Patent: March 30, 1999
    Assignee: Solvay (Societe Anonyme)
    Inventors: Pierre Barthelemy, Annie Leroy
  • Patent number: 5618854
    Abstract: Disclosed is an active hydrogen-containing composition suitable for the production of flexible polyurethane foam when reacted with a polyisocyanate, said composition comprising,(a) a polyol having an average functionality of about 2.0 to about 4.0, and an equivalent weight in the range of from about 500 to about 5000;(b) from about 0.5 to about 5 parts, per 100 parts by weight of component (a), of a crosslinker selected from the group consisting of monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, methylene bis(o-chloroaniline) and mixtures thereof; and(c) from about 0.3 to about 15 parts per 100 parts by weight of component (a), of a compound having at least 3 hydroxyl groups, at least two of which are secondary hydroxyl groups; and an equivalent weight of less than about 500;as well as flexible polyurethane foams prepared therefrom.
    Type: Grant
    Filed: February 16, 1995
    Date of Patent: April 8, 1997
    Assignee: The Dow Chemical Company
    Inventors: Richard G. Skorpenske, Alan K. Schrock
  • Patent number: 5444100
    Abstract: A method for the mixing of a polyol with a low-boiling foaming agent for the manufacture of a rigid foamed polyurethane. The polyol is blended in advance with a specific amount of the low-boiling foaming agent such as chlorodifluoromethane (designated by HCFC-22) or the like in a liquid state. In this case, it is possible to uniformly supply the polyol and the specific amount of HCFC-22 to a polyurethane foaming system, resulting in a homogeneous foaming reaction whereby a rigid foamed polyurethane having excellent cell uniformity without any voids may be obtained.
    Type: Grant
    Filed: October 28, 1993
    Date of Patent: August 22, 1995
    Assignee: Sanyo Electric Co., Ltd.
    Inventors: Minoru Takezawa, Shigeo Yatsu, Fumihisa Endo, Akihiro Morita, Yuji Kishi
  • Patent number: 5397810
    Abstract: The present invention relates to a novel polyol obtained by using a specified polyhydric alcohol, polyoxyalkylene polyol, aliphatic amine and/or alkamlamine as a raw material and adding an organic polycarboxylic acid or its anhydride and an alkylene oxide; a polyurethane resin prepared from said novel polyol and an organic polyisocyanate; a rigid polyurethane foam prepared by using a hydrochlorofluorocarbon or hydrofluorocarbon foaming agent which has very low public hazards; and a composite utilizing thereof.The production of rigid polyurethane foam by using the polyol of the invention can be carried out in good operation efficiency and low public hazards. Additionally, properties of the foam thus obtained is equivalent to those of rigid polyurethane foams obtained by using conventional chlorofluorocarbons. Consequently, the rigid polyurethane foam of the invention is very useful for insulation materials and structural insulation materials.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: March 14, 1995
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Satoshi Ozaki, Tsukuru Izukawa, Haruhiko Kawakami, Takayoshi Masuda, Masayuki Kimura, Toshio Nozawa, Masahiko Hashiba
  • Patent number: 5250581
    Abstract: Novel polymer polyols based on halogenated aromatic monomers such as tribromostyrene give polyurethane foams with improved flame retardant properties. For example, replacing conventional SAN polymer polyols with tribromostyrene (TBS)/acrylonitrile polymer polyols allows the preparation of polyurethane foams passing British Standard 5852, Part 2, Ignition Source 5 Combustion Test and having better ASTM E-906 values without the need for solid fillers such as melamine or aluminum trihydrate, although these and other flame retardant additives may be optionally employed as well. Elimination of these fillers also provides other improvements such as superior strength and better compression set properties. The TBS dispersions may also be used in conjunction with melamine to eliminate the need for liquid fire retardant additives.
    Type: Grant
    Filed: September 26, 1990
    Date of Patent: October 5, 1993
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Robert G. Gastinger, John E. Hayes, Philippe C. Motte
  • Patent number: 5246978
    Abstract: The present invention relates to a polyol, polyurethane resin, rigid polyurethane foam, preparation process thereof and a preparation process of a rigid polyurethane foam composite. The polyol comprises an epoxy resin based polyol, which may be combined with a phenol resin based polyol component and/or an aromatic amine based polyol component. The polyurethane resin, foam and composite using the polyol as a raw material has resistance to dissolution in a hydrochlorofluorocarbon and a hydrofluorocarbon which are foaming agents having very low public environmental hazards and can be used as a thermal insulation material or a thermal insulation structure for refrigerators, freezers, insulation panels, ships and vehicles.
    Type: Grant
    Filed: November 8, 1990
    Date of Patent: September 21, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Satoshi Ozaki, Tsukuru Izukawa, Haruhiko Kawakami, Takayoshi Masuda, Toshio Nozawa
  • Patent number: 5198475
    Abstract: A polyurethane resin, rigid polyurethane foam and composite thereof prepared by using a polyol comprising a phenol resin base polyol mixed with an aminophenol base polyol or a polyphenylpolyxylylenepolyamine base polyol or a polymethylenepolyphenylpolyamine base polyol.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: March 30, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Masayuki Kimura, Satoshi Ozaki, Tsukuru Izukawa, Haruhiko Kawakami, Takayoshi Masuda, Mitsugu Kita
  • Patent number: 4990545
    Abstract: A thermoplastic or thermoset article, a porous sheet, a paint composition, and a synthetic leather which are characterized with a memory shape or a healable characteristics comprising a polyurethane resin obtained by reacting a polyisocyanate and aromatic and/or alicyclic polyol is disclosed. The polyurethane comprises at least 15% by weight in total of a ring component derived from the above polyol.The original (memorized) shape of the article or the porous sheet is reshaped into another desired form below 130.degree. C., and locked into below 40.degree. C. Those material can be reverted back to their original shape by heating above 40.degree. C. The memorized shape as an original shape of the thermoplastic article or the porous sheet can be changed by maintaining it in a desired shape at a temperature 130.degree..about.230.degree. C.When the paint or the synthetic leather is scratched or creased to its surface, they can be healed by heating above 40.degree. C.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: February 5, 1991
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Kouzi Hourai, Yoshio Kobayashi, Katsuhiko Ikegami
  • Patent number: 4814360
    Abstract: High resiliency polyurethane foams are typically prepared by reaction of polyols blends comprising conventional and polymer containing polyols with aromatic polyisocyanates. Improved physical properties such as tensile strength, tear strength, and elongation of these foams can be achieved by incorporating 0.5 to 3.0 parts 2,3-dibromopropanol into the foam formulation.
    Type: Grant
    Filed: October 26, 1987
    Date of Patent: March 21, 1989
    Assignee: BASF Corporation
    Inventor: Robert L. McBrayer
  • Patent number: 4803230
    Abstract: Halogen- and/or phosphorus-containing polyols-polyesters obtained by esterification and transesterification of the residues from the process for producing dimethyl terephthalate with a polyol at least 5% by weight of which is constituted by a glycol having the formulaHO--R--OHwherein R is a halogen- and/or phosphorus-containing aliphatic, aromatic, cycloaliphatic or alkyl-aromatic radical. Said halogen- and/or phosphorus-containing polyesters-polyols are used for the production of fire-resistant polyurethane foams.
    Type: Grant
    Filed: November 23, 1987
    Date of Patent: February 7, 1989
    Assignee: Montedipe S.p.A.
    Inventors: Renato Moroni, Marino Brocci
  • Patent number: 4797429
    Abstract: New Mannich bases of the formula ##STR1## wherein each of R.sup.1 and R.sup.2, independently, represents a hydroxyalkyl radical, and to oxyalkylation derivatives of the formula ##STR2## wherein each of a, b and c represents zero or a positive integer, their sum being in the range from 3 to 8, and wherein each A radical represents independently a propylene or ethylene radical. The compounds according to the invention are useful for the manufacture of rigid polyurethane foams.
    Type: Grant
    Filed: March 11, 1987
    Date of Patent: January 10, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventor: David Thorpe
  • Patent number: 4734443
    Abstract: Included are mondiol haloneocarbyl polyethers and their esters incorporated in polyurethane foams. The compositions have haloneocarbyl moieties, and in general, the polyethers before the incorporation in the polyurethanes contain from one to two hydroxy moieties. The polyurethane foam compositions are flame-retardant and can have little or no scorch and little or no odor.
    Type: Grant
    Filed: April 21, 1986
    Date of Patent: March 29, 1988
    Assignee: The Dow Chemical Company
    Inventors: Chester E. Pawloski, Sally P. Ginter, David J. Wampfler
  • Patent number: 4714720
    Abstract: Polyetherpolyols corresponding to the general formula: ##STR1## in which: Y denotes oxyalkylene radicals derived from alkene oxides,m denotes a number such that 1.ltoreq.m.ltoreq.2 and n.sub.1 and n.sub.2 denote numbers such that 2.ltoreq.(n.sub.1 +n.sub.2).ltoreq.5.The brominated polyetherpolyols are prepared by the condensation of (m+1) moles of 2-butyne-1,4-diol with m moles of epichlorohydrin in the presence of m moles of a strong base, followed by the addition of (n.sub.1 +n.sub.2) moles of alkene oxide and, finally, by a partial bromination.These brominated polyetherpolyols may be employed, by themselves, or mixed with conventional unhalogenated polyetherpolyols, in the manufacture of rigid polyurethane foams.
    Type: Grant
    Filed: October 10, 1986
    Date of Patent: December 22, 1987
    Assignee: Solvay & Cie (Societe Anonyme)
    Inventor: Andre Collin
  • Patent number: 4668710
    Abstract: Included are trihalovinyl polyol ethers. The compositions have pendant 1,2,2-trihaloethenyl moieties. The compositions may be low viscosity oils or highly polymeric such as incorporated with a urethane or other polymers. One of the uses of the compositions is as flame retardants which may have high thermal stability and scorch resistance.
    Type: Grant
    Filed: December 23, 1985
    Date of Patent: May 26, 1987
    Assignee: The Dow Chemical Company
    Inventors: Chester E. Pawloski, William J. Kruper, Jr.
  • Patent number: 4621104
    Abstract: Liquid bromine-containing alkoxylation products of butyne-(1,4)-diol which are storage stable are produced. More specifically, 1.5 to 2.5 mols alkylene oxide are reacted with each mol of butyne-(1,4)-diol present at elevated temperature in the presence of a catalyst. The catalyst is selected from (1) thioethers having a molecular weight of up to 5000 obtained by adding a mercaptan and/or mercaptoalcohol to an unsaturated hydrocarbon and/or (2) thioethers other than those of (1) having a molecular weight of from 500 to 5000 and/or (3) alkali metal chlorides. This alkoxylation product is then reacted with bromine at -10.degree. to 80.degree. C. The bromide is reoxidized with aqueous hydrogen peroxide solution, stabilized with a relatively non-volatile epoxide and dehydrated. The product thus obtained is particularly useful in the production of flame resistant isocyanate addition products such as polyurethane foams.
    Type: Grant
    Filed: October 9, 1985
    Date of Patent: November 4, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Dietrich, Manfred Schmidt, Rolf Wiedermann, Klaus Konig
  • Patent number: 4564468
    Abstract: A reactive fire retardant mixture useful in the preparation of polyurethane foams. The mixture contains a halogenated imide-containing polyol having the formula: ##STR1## and the corresponding ether having the formula: ##STR2## wherein R is a hydrocarbon group having the valance n+2 and is selected from the group consisting of benzene groups, naphthalene groups and alicyclic hydrocarbon groups containing 5 to 10 carbon atoms, R' is an aliphatic hydrocarbon group containing 3-12 carbon atoms, X is selected from the group consisting of bromine and chlorine, n is an integer from 1-6 and p is an integer from 2-6. They are prepared by reacting an alcohol (e.g. isopropyl alcohol), a halogenated dicarboxylic anhydride (e.g. tetrabromophthalic anhydride) and an aminopolyol (e.g. 2-amino-2-ethyl-1,3-propanediol).
    Type: Grant
    Filed: December 12, 1984
    Date of Patent: January 14, 1986
    Assignee: Ethyl Corporation
    Inventor: Henry J. Barda
  • Patent number: 4511688
    Abstract: Novel flame retardant compositions, which are useful in the preparation of rigid polyurethane foams, comprise a sucrose polyol, an aromatic polyester polyol, and a brominated, hydroxyl-containing pentaerythritol.
    Type: Grant
    Filed: February 29, 1984
    Date of Patent: April 16, 1985
    Assignee: The Dow Chemical Company
    Inventors: Enrico J. Termine, Sally P. Ginter
  • Patent number: 4486551
    Abstract: A flame retardant, halogenated polyol having the formula ##STR1## wherein R is an aliphatic radical substituted with at least 2 hydroxyl groups, X is a halogen, and X' is a halogen or hydrogen, is used in the reaction mixture for preparing flame retarded polyurethanes.
    Type: Grant
    Filed: April 18, 1983
    Date of Patent: December 4, 1984
    Assignee: Pennwalt Corporation
    Inventors: Stanley R. Sandler, Joseph M. Bohen
  • Patent number: 4468481
    Abstract: A flame retardant polyurethane-modified polyisocyanurate foam composition containing a flame retardant amount of a normally liquid flame retardant polyol ester. The polyol ester is prepared by a process comprising reacting a halogen containing anhydride of a dicarboxylic acid or a mixture of said anhydrides with 2 to about 10 moles of an aliphatic diol or mixture of diols per mole of said anhydride to obtain a substantially fully esterified halogen containing product.
    Type: Grant
    Filed: December 16, 1982
    Date of Patent: August 28, 1984
    Assignee: Ethyl Corporation
    Inventors: Henry J. Barda, Burton J. Sutker, William J. Eldridge
  • Patent number: 4468482
    Abstract: A flame retardant polyurethane-modified polyisocyanurate foam composition containing a flame retardant amount of a normally liquid flame retardant polyol ester. The polyol ester is prepared by a process comprising reacting a halogen containing anhydride of a dicarboxylic acid or a mixture of said anhydrides with an aliphatic polyol having at least three hydroxy groups and an aliphatic diol, to obtain a substantially fully esterified halogen containing product.
    Type: Grant
    Filed: September 12, 1983
    Date of Patent: August 28, 1984
    Assignee: Ethyl Corporation
    Inventors: Henry J. Barda, Burton J. Sutker, William J. Eldridge
  • Patent number: 4468480
    Abstract: A normally liquid, flame retardant polyol ester prepared by a process comprising reacting a halogen containing anhydride of a dicarboxylic acid or a mixture of said anhydrides with an aliphatic polyol having at least three hydroxy groups and an aliphatic diol, to obtain a substantially fully esterified halogen containing product in which the acid number does not exceed 10, with the optional removal of unreacted diol during the course of the reacting or subsequent to the reacting. This flame retardant polyol ester may be used in the preparation of polyurethanes or polyesters.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: August 28, 1984
    Assignee: Ethyl Corporation
    Inventor: Henry J. Barda
  • Patent number: 4468479
    Abstract: A normally liquid flame retardant polyol ester prepared by a process comprising reacting a halogen containing anhydride of a dicarboxylic acid or a mixture of said anhydrides with about 2-10 moles of an aliphatic diol or mixture of diols per mole of said anhydride to obtain a substantially fully esterified halogen containing product in which the acid number does not exceed 10 with the optional removal of unreacted diol during the course of the reacting or subsequent to the reacting.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: August 28, 1984
    Assignee: Ethyl Corporation
    Inventor: Henry J. Barda
  • Patent number: 4458036
    Abstract: Polyurethane foams prepared from the reaction of polyester polyol with organic isocyanate have improved flame retardance and dripping ember retardance by incorporation of an additive comprising (1) halogenated flame retardant, and (2) organic solvent soluble glycoluril-formaldehyde material.
    Type: Grant
    Filed: February 28, 1983
    Date of Patent: July 3, 1984
    Assignee: Stauffer Chemical Company
    Inventor: Gerald Fesman
  • Patent number: 4451587
    Abstract: A polyurethane foam produced by the reaction of a polyisocyanate and a polyether polyol in the presence of a catalyst, a cell regulating agent and water as a blowing agent, the polyether polyol of which consists of a halogenated polyether polyol (I) of the general formula: ##STR1## wherein x is a number of 0 to 7; y is a number of 2 to 3; A is a saturated or unsaturated, brominated polyol residue having a number of functional groups of y; R is hydrogen or an alkyl group having 1 to 5 carbon atoms and (II) a polyether polyol having a number of functional groups of 2 to 8, a weight ratio of the added amounts of propylene oxide and ethylene oxide within the range of about 75 to 95/25 to 5 and a hydroxyl number of about 20 to 100 mgKOH/g, whereby a weight ratio of (I) to (II) is about 95 to 25/5 to 75 and the amount of water is about 5 to 20 parts by weight against 100 parts by weight of the polyol component.
    Type: Grant
    Filed: September 23, 1982
    Date of Patent: May 29, 1984
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Akizo Keshi, Katsuhisa Kodama
  • Patent number: 4407981
    Abstract: A composition comprises polyurethane, a two-component flame retardant system consisting of an additive first flame retardant containing organophosphorus, and a second flame retardant containing organochlorine or organobromine.The composition of the invention may be employed for polyurethane foams, especially rigid foams.Diminished combustibility for rigid foam is measured by a flame-spread index less than 75 and a smoke developed index less than 450 when subjected to ASTM Test E-84, Surface Burning Characteristics of Building Materials.Dimethyl methylphosphonate is a representative additive organophosphorus first flame retardant. Trichloroisopropyl alcohol is a representative second flame retardant containing organochlorine.
    Type: Grant
    Filed: February 16, 1982
    Date of Patent: October 4, 1983
    Assignee: Stauffer Chemical Company
    Inventor: Alan M. Aaronson
  • Patent number: 4393248
    Abstract: A flame retardant, halogenated polyol having the formula ##STR1## wherein R is an aliphatic radical substituted with at least 1 hydroxyl groups, X is a halogen, and X' is a halogen or hydrogen, is used in the reaction mixture for preparing flame retarded polyurethanes.
    Type: Grant
    Filed: August 20, 1981
    Date of Patent: July 12, 1983
    Assignee: Pennwalt Corporation
    Inventors: Stanley R. Sandler, Joseph M. Bohen
  • Patent number: 4363882
    Abstract: This invention is directed to a process for producing flame retardant flexible polyurethane foams having a porosity generally in the range between 0.5 and 10 cubic feet per minute. A polyol having an average molecular weight between about 250 and about 6,500, preferably about 3,500 to 6,500, is reacted with a polyisocyanate, such as toluene diisocyanate, which comprises a mixture of 2,4- and 2,6-toluene diisocyanate isomers. The formulation of the present invention includes a flame retardant mixture of a plasticizer and dibromoneopentyl glycol. The plasticizer is either a halogented phosphonate or halogenated phosphate ester. Chlorine is the preferred halogen atom. The weight ratio of those ingredients is between about 20/80 and about 90/10. The concentration of that mixture is in excess of about 20 to about 60 percent by weight of the polyol.
    Type: Grant
    Filed: June 19, 1981
    Date of Patent: December 14, 1982
    Assignee: Reeves Brothers, Inc.
    Inventor: Gunter H. Wegner
  • Patent number: 4318999
    Abstract: A low fire hazard rigid urethane insulation foam having high compressive strength and low friability is disclosed. Rigid foam products of this invention have a Class I flame hazard rating according to the ASTM E-84 Steiner tunnel test. The urethane foam contains a halogenated base polyol and a modifying amount of a 2,5-bis-(hydroxymethyl) furan component.
    Type: Grant
    Filed: November 13, 1980
    Date of Patent: March 9, 1982
    Assignee: The Quaker Oats Company
    Inventors: William R. Dunlop, William J. Pentz
  • Patent number: 4307205
    Abstract: The reaction products of bisphenol-A and phthalic anhydride or the brominated derivatives thereof a glycol and/or propylene glycol is employed to produce low flame spread urethane-modified isocyanurate foams.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: December 22, 1981
    Assignee: Owens-Corning Fiberglas Corporation
    Inventor: James P. Bershas
  • Patent number: 4302272
    Abstract: The instant invention is directed to a process for heat sealing flexible polyurethane foam, comprising:A. reacting and foaming a polyurethane foam produced by the steps comprising reacting:(I) an organic polyisocyanate;(II) a polyol having a molecular weight of 2,000 to 8,000 comprising the adduct obtained by sequentially reacting:(a) a polyhydroxyl initiator, with a functionality of 2 to 5 and a weight average molecular weight as determined by gel permeation chromatography of from 62 to 200; with(b) 10 to 90%, most preferably 10 to 50%, by weight, based on the total oxide present in (b)+(c)+(d), a first alkylene oxide; and subsequently reacting the product with(c) 10 to 80%, preferably 20 to 50% by weight, based on the total oxide present in (b)+(c)+(d), 4,4,4-trichloro-1,2-epoxybutane and/or epihalohydrin; and subsequently reacting the product with(d) 10 to 60%, most preferably 10 to 40%, by weight, based on the total oxide present in (b)+(c)+(d), a second alkylene oxide.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: November 24, 1981
    Assignee: Mobay Chemical Corporation
    Inventors: Barry A. Phillips, Keith G. Spitler, Richard E. Keegan
  • Patent number: 4282332
    Abstract: The instant invention is directed to a polyol having a molecular weight of 2,000 to 8,000 which is especially suited for use in the production of heat sealable foams, comprising the adduct obtained by sequentially reacting:(a) a polyhydroxyl initiator, with a functionality of 2 to 5 and a weight average molecular weight as determined by gel permeation chromatography of from 62 to 200; with(b) 10 to 90%, by weight, based on the total oxide present in (b)+(c)+(d), a first alkylene oxide; and subsequently reacting the product with(c) 10 to 80%, by weight, based on the total oxide present in (b)+(c)+(d), 4,4,4-trichloro-1,2-epoxybutane and/or epihalohydrin; and subsequently reacting the product with(d) 10 to 60%, by weight, based on the total oxide present in (b)+(c)+(d), a second alkylene oxide.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: August 4, 1981
    Assignee: Mobay Chemical Corporation
    Inventors: Barry A. Phillips, Keith G. Spitler, Richard E. Keegan
  • Patent number: 4275171
    Abstract: This invention is directed to a process for producing flame retardant flexible polyurethane foams having a porosity in the range between 0.5 and 10 cubic feet per minute. A polyol having an average molecular weight between about 250 and about 6,500 is reacted with toluene diisocyanate which comprises a mixture of the isomers of 2,4- and 2,6- toluene diisocyanate. The concentration of 2,4- toluene diisocyanate isomer is not critical. The formulation of the present invention includes a flame retardant mixture of a plasticizer and dibromoneopentyl glycol. The plasticizer is either a halogenated phosphonate or halogenated phosphate ester. Chlorine is the preferred halogen atom. The weight ratio of those ingredients is between about 50/50 and about 90/10 with the ratio 85/15 preferred. The concentration of that mixture is from about 1 to about 20 percent by weight of the polyol.
    Type: Grant
    Filed: April 12, 1979
    Date of Patent: June 23, 1981
    Assignee: Reeves Brothers, Inc.
    Inventor: Gunter H. Wegner
  • Patent number: 4264745
    Abstract: A polyol is produced as the reaction product of dibromonepentyl glycol and tetrabromophthalic anhydride with defined alkyoxides. This polyol can be used to produce a insulating foam having flame retardant properties.
    Type: Grant
    Filed: September 14, 1979
    Date of Patent: April 28, 1981
    Assignee: Owens-Corning Fiberglas Corporation
    Inventor: Millard E. Foucht