GB1390655A - Preparation of flame-retardant organo-phosphorus compounds and flame-retardant polymer compositions containing them - Google Patents

Preparation of flame-retardant organo-phosphorus compounds and flame-retardant polymer compositions containing them

Info

Publication number
GB1390655A
GB1390655A GB4941872A GB4941872A GB1390655A GB 1390655 A GB1390655 A GB 1390655A GB 4941872 A GB4941872 A GB 4941872A GB 4941872 A GB4941872 A GB 4941872A GB 1390655 A GB1390655 A GB 1390655A
Authority
GB
United Kingdom
Prior art keywords
phosphine oxide
tris
flame
retardant
oxide
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB4941872A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
M&T Chemicals Inc
Original Assignee
M&T Chemicals Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by M&T Chemicals Inc filed Critical M&T Chemicals Inc
Publication of GB1390655A publication Critical patent/GB1390655A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/50Organo-phosphines
    • C07F9/53Organo-phosphine oxides; Organo-phosphine thioxides
    • C07F9/5325Aromatic phosphine oxides or thioxides (P-C aromatic linkage)
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3878Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus
    • C08G18/388Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus having phosphorus bound to carbon and/or to hydrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/692Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus
    • C08G63/6924Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus derived from polycarboxylic acids and polyhydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/49Phosphorus-containing compounds
    • C08K5/51Phosphorus bound to oxygen
    • C08K5/53Phosphorus bound to oxygen bound to oxygen and to carbon only
    • C08K5/5397Phosphine oxides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Fireproofing Substances (AREA)
  • Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)

Abstract

1390655 Halogen-containing phosphine oxides M & T CHEMICALS Inc 26 Oct 1972 [12 Nov 1971] 49418/72 Heading C2P [Also in Division C3] Tertiary phosphine oxides or sulphides of the general formula wherein Ar which may contain an inert substituent is a chlorinated or brominated arylene hydrocarbon radical containing up to 12 carbon atoms, R<SP>1</SP> which may contain an inert substituent is selected from ArYH and alkyl, cycloalkyl, aryl, alkaryl or aralkyl radicals containing up to 12 carbon atoms, Y is -NH- or -O- and Z is O or S are obtained by reacting chlorine or bromine with a corresponding phosphine oxide or sulphide containing at least two amino- or hydroxyl substituted aromatic radicals. From 1 to 3 atoms of Br or Cl is suitably introduced into each Ar radical. The products are useful as flame-retardant additives to polymers or may be reacted with various polyfunctional compounds to give flame retardant polymers. Tris (m-nitrophenyl) phospine oxide is obtained by nitrating triphenyl phosphine oxide with HNO 3 /H 2 SO 4 and is converted to tris (maminophenyl)phosphine oxide by treatment with SnC1 2 /HC1. The product is then brominated to form tris(2,4-dibromo-5-aminophenyl) phosphine oxide. Tris (m-hydroxyphenyl) phosphine oxide is obtained by treating the corresponding tris (m-aminophenyl) compound dissolved in aqueous H 2 SO 4 with an aqueous solution of NaNO 2 and then hydrolysing. Methyl diphenyl phosphine oxide is obtained by reacting methyl magnesium chloride with triphenyl phosphine oxide in tetrahydrofuran and is converted to methyl bis (m-nitrophenyl) phosphine oxide by nitration with HNO 3 /H 2 SO 4 .
GB4941872A 1971-11-12 1972-10-26 Preparation of flame-retardant organo-phosphorus compounds and flame-retardant polymer compositions containing them Expired GB1390655A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US19840571A 1971-11-12 1971-11-12

Publications (1)

Publication Number Publication Date
GB1390655A true GB1390655A (en) 1975-04-16

Family

ID=22733242

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4941872A Expired GB1390655A (en) 1971-11-12 1972-10-26 Preparation of flame-retardant organo-phosphorus compounds and flame-retardant polymer compositions containing them

Country Status (5)

Country Link
JP (1) JPS4859144A (en)
DE (1) DE2254902A1 (en)
FR (1) FR2160159A1 (en)
GB (1) GB1390655A (en)
NL (1) NL7215271A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2459491A1 (en) * 1974-12-17 1976-06-24 Bayer Ag AGAINST ISOCYANATE-REACTIVE PHOSPHORUS FLAME RETARDANTS
JPH0327850Y2 (en) * 1984-12-21 1991-06-17
EP1363922B1 (en) 2001-02-15 2006-07-26 Great Lakes Chemical Corporation Novel hydroxyaryl phosphine oxides mixture, glycidyl ethers and epoxy compositions, composites and laminates derived therefrom
US6887950B2 (en) 2001-02-15 2005-05-03 Pabu Services, Inc. Phosphine oxide hydroxyaryl mixtures with novolac resins for co-curing epoxy resins

Also Published As

Publication number Publication date
JPS4859144A (en) 1973-08-18
FR2160159A1 (en) 1973-06-22
NL7215271A (en) 1973-05-15
DE2254902A1 (en) 1973-05-17

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee