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WO2002016501A1 - Composition de resine synthetique a effet retardateur de flamme stable - Google Patents

Composition de resine synthetique a effet retardateur de flamme stable Download PDF

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Publication number
WO2002016501A1
WO2002016501A1 PCT/JP2000/005580 JP0005580W WO0216501A1 WO 2002016501 A1 WO2002016501 A1 WO 2002016501A1 JP 0005580 W JP0005580 W JP 0005580W WO 0216501 A1 WO0216501 A1 WO 0216501A1
Authority
WO
WIPO (PCT)
Prior art keywords
resin
synthetic resin
resin composition
resins
group
Prior art date
Application number
PCT/JP2000/005580
Other languages
English (en)
Japanese (ja)
Inventor
Takumi Hirayama
Hiroshi Sumitomo
Original Assignee
Sanko Kaihatsu Kagaku Kenkyusho
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
Priority to JP11146864A priority Critical patent/JP2000336204A/ja
Application filed by Sanko Kaihatsu Kagaku Kenkyusho filed Critical Sanko Kaihatsu Kagaku Kenkyusho
Priority to AU2000265975A priority patent/AU2000265975A1/en
Priority to PCT/JP2000/005580 priority patent/WO2002016501A1/fr
Publication of WO2002016501A1 publication Critical patent/WO2002016501A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K21/00—Fireproofing materials
    • C09K21/06—Organic materials
    • C09K21/12—Organic materials containing phosphorus

Definitions

  • the present invention relates to a stable flame-retardant synthetic resin composition, and more particularly to a stable flame-retardant synthetic resin composition containing an organic phosphorus compound having a low inorganic atom content and a specific structure.
  • Synthetic resins are widely used and molded as moldings and coatings utilizing their good physical and chemical properties, but their physical properties and their requirements for stability and flame retardancy are also high. It is important.
  • organic polyhalogenated compounds such as polybromobisphenol 8, polybromodiphenyl ether and the like, and antimony trioxide and the like as a concomitant agent have been used. In such cases, it is necessary to use a considerable amount of a flame retardant to satisfy the flame retardancy, and there is a problem in molding process, deterioration of the physical properties of molded products, and fire. The danger of halo formation at the time is inevitable.
  • synthetic resins contain an organic phosphorus compound represented by the structural formula (1-1) or (1-3).
  • an organic phosphorus compound represented by the structural formula (1-1) or (1-3). JP-A-49-351, JP-B-48-410009, JP-B-61-36870, JP-B-1-50712, JP-B-4-153874, etc.
  • HCA the compound represented by the structural formula (1 _ 1) (hereinafter referred to as HCA) is, for example, a compound obtained by converting o_phenylphenol and phosphorus trichloride into zinc chloride. It is obtained by condensing under heating in the presence of a catalyst, hydrolyzing in an aqueous sodium hydroxide solution, precipitation with sulfuric acid, filtration and dehydration ring closure (JP-B-49-45397, JP-B-50-17979) ). Therefore, the resulting HC A contains a considerable amount of inorganic compounds such as zinc chloride, sodium chloride, sodium sulfate and the like.
  • An object of the present invention is to provide a synthetic resin molded product, particularly a molded product for electric parts and electronic equipment parts, which has good stability and flame retardancy, and yet has satisfactory physical and chemical properties, and is technically easy to use.
  • Another object of the present invention is to provide a stable flame-retardant resin composition which can be manufactured at low cost.
  • x 8 denote identically or differently hydrogen atoms, ⁇ alkyl group, a cycloalkyl group, a Ariru group or Ararukiru group, A is a hydrogen atom or an alkyl group, a cycloalkyl group, Ariru group Or a dihydroxyphenyl group or a dihydroxynaphthyl group which may be substituted with an aralkyl group.
  • the content of inorganic atoms in the synthetic resin composition is 25 ppm or less, preferably 10 ppm or less.
  • a stable flame-retardant synthetic resin composition characterized in that:
  • the present invention provides a stable flame-retardant synthetic resin composition containing an organic phosphorus compound represented by the general formula (1), wherein the organic phosphorus compound contained has an inorganic atom content of 100
  • a stable flame-retardant synthetic resin composition characterized by using a composition having a ppm or less, preferably 50 ppm or less.
  • ⁇ X 8 H
  • X 6 t- heptyl, a, shed over dimethylbenzyl
  • X 8 cyclohexyl, phenyl (all other Xi are H)
  • A l, 4-dihydroxyphenyl — 2 1,4-dihydroxy-5- (t-butyl,
  • Phenyl phenyl-2-yl, 1,4-dihydroxynaphthyl-2-yl, 1,4-dihydroxynaphthyl-6-methyl-2-yl and the like. Particularly preferred are the compounds described above.
  • a compound represented by the structural formula (1-1) hereinafter referred to as HCA) or the structural formula (1-3).
  • the compound represented by the structural formula (112, hereinafter abbreviated as P—HQ) or (1-3, hereinafter abbreviated as P—NQ) has an equimolar ratio with the compound of the structural formula (111). It is obtained by reacting 1,4-benzoquinone or 1,4-naphthoquinone in an inert organic solvent (for example, Japanese Patent Publication No. 115071/12).
  • PHQ-P is HCA-P
  • PHQ-A is HCA-A
  • PHQ-B is HCA-B
  • an inert organic solvent eg, ethyl ester solvent
  • the addition amount that satisfies the stability and flame retardancy of the synthetic resin according to the present invention is appropriately selected depending on the kind of the synthetic resin, the purpose of application, and the like.
  • 100 parts (parts by weight, The same) per 0.5 to 25 parts, preferably about 1 to 20 parts of an organic phosphorus compound, and the content of phosphorus atoms in the flame-retardant epoxy resin composition is 0.5 to 15% (% by weight or less). Same), preferably about 1 to 10%.
  • Transparent resins include epoxy resins, polyolefin resins such as polypropylene, polystyrene resins, polystyrene resins, acrylonitrile 'butadiene' styrene copolymer resin, acrylonitrile 'styrene copolymer resin, methacrylic acid' styrene copolymer resin, methacryl resin, styrene.
  • Butadiene copolymer resin Polycarbonate resin, Polyamide resin, Polyarylate resin, Polyacrylate resin, Polysulfone resin, Polyallyl sulfone resin, Polyether sulfone resin, Polyetherimide resin, Polyimide resin, Polyethylene terephthalate resin, Polybutylene terephthalate resin, polyester resin, polyphenyl ether resin, bismale Examples thereof include imido-triazine resins and alloy resins thereof.
  • Epoxy resins include diglycidyl ether compounds such as bisphenol A, bisphenol F, bisphenol S, phenol nopolak, and orthocresol novolac, and tetradaricidyl compounds such as diaminodiphenylmethane and diaminodiphenylsulfone.
  • Epoxy resins can be used alone or as a mixture.
  • the curing agent include those usually used, such as organic acid anhydrides, polyamine compounds, and phenol compounds.
  • the organic phosphorus compound according to the present invention is not only the compound represented by the general formula (1) but also a compound derived therefrom, for example, the structural formula (2) or its anhydride, or the general formula (3)
  • R represents a hydrogen atom or a methyl group, and m and n each represent an integer of 1 or more. ]
  • ABS resin Acrylonitrile 'butadiene / styrene copolymer resin
  • Epoxy resin epoxy equivalent: 190, Epikote 828: Shell Stone Oil Co. 100 parts, P-HQ3 5 parts and tetramethylammonium chloride 0.1 part are mixed and melted. After reacting, add 20 parts of 4,4'-diaminodiphenylmethane and cure at 150 for 5 hours. Then, a test piece was prepared, and the total light transmittance and the dielectric constant (JISK6911) were measured in the same manner. The results are shown in Table 4. Table 4
  • An object of the present invention is to provide a stabilized flame-retarded synthetic resin composition containing an organic phosphorus compound represented by the general formula (1), wherein the content of inorganic atoms of the organic phosphorus compound to be contained is 10%.
  • an organic phosphorus compound represented by the general formula (1) wherein the content of inorganic atoms of the organic phosphorus compound to be contained is 10%.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Fireproofing Substances (AREA)

Abstract

L'invention concerne une composition de résine synthétique à effet retardateur de flamme stable, qui permet d'obtenir des pièces moulées présentant un effet retardateur de flamme très stable, une grande transparence et d'excellentes propriétés électriques. Cette composition de résine synthétique à effet retardateur de flamme stable contient un composé organophosphoré représenté par la formule générale (1), dans laquelle les symboles X1 à X8 représentent chacun hydrogène, alkyle, etc., et A représente hydrogène, dihydroxyphényle, dihydroxynaphthyle etc. Dans cette composition, le nombre d'atomes présents à l'état inorganique peut aller jusqu'à 25 ppm. Avec cette composition, on peut obtenir des pièces moulées en résine synthétique présentant d'excellentes propriétés physiques et chimiques, notamment une très bonne transparence et de très bonnes propriétés électriques.
PCT/JP2000/005580 1999-05-26 2000-08-21 Composition de resine synthetique a effet retardateur de flamme stable WO2002016501A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP11146864A JP2000336204A (ja) 1999-05-26 1999-05-26 安定性難燃性合成樹脂組成物
AU2000265975A AU2000265975A1 (en) 2000-08-21 2000-08-21 Stably flame-retardant synthetic resin composition
PCT/JP2000/005580 WO2002016501A1 (fr) 1999-05-26 2000-08-21 Composition de resine synthetique a effet retardateur de flamme stable

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP11146864A JP2000336204A (ja) 1999-05-26 1999-05-26 安定性難燃性合成樹脂組成物
PCT/JP2000/005580 WO2002016501A1 (fr) 1999-05-26 2000-08-21 Composition de resine synthetique a effet retardateur de flamme stable

Publications (1)

Publication Number Publication Date
WO2002016501A1 true WO2002016501A1 (fr) 2002-02-28

Family

ID=26344930

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2000/005580 WO2002016501A1 (fr) 1999-05-26 2000-08-21 Composition de resine synthetique a effet retardateur de flamme stable

Country Status (2)

Country Link
JP (1) JP2000336204A (fr)
WO (1) WO2002016501A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5823135B2 (ja) * 2010-05-31 2015-11-25 丸菱油化工業株式会社 難燃性樹脂組成物
US20140329942A1 (en) 2011-10-21 2014-11-06 Toyobo Co., Ltd. Flame-retardant resin composition and melt-molded body

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60126293A (ja) * 1983-12-09 1985-07-05 Sanko Kaihatsu Kagaku Kenkyusho:Kk 環状有機りん化合物及びその製造方法
JPS61236787A (ja) * 1985-04-15 1986-10-22 Sanko Kagaku Kk 環状有機りん化合物及びその製法
US5650530A (en) * 1994-09-19 1997-07-22 Bayer Aktiengesellschaft Process for preparing 6-oxo-(6H)-dibenz-[c,e][1,2]-oxaphosphorins (ODOPs)
EP0906916A1 (fr) * 1995-10-27 1999-04-07 Sanko Kaihatsu Kagaku Kenkyusho Processus de production de composes de phosphore organique

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60126293A (ja) * 1983-12-09 1985-07-05 Sanko Kaihatsu Kagaku Kenkyusho:Kk 環状有機りん化合物及びその製造方法
JPS61236787A (ja) * 1985-04-15 1986-10-22 Sanko Kagaku Kk 環状有機りん化合物及びその製法
US5650530A (en) * 1994-09-19 1997-07-22 Bayer Aktiengesellschaft Process for preparing 6-oxo-(6H)-dibenz-[c,e][1,2]-oxaphosphorins (ODOPs)
EP0906916A1 (fr) * 1995-10-27 1999-04-07 Sanko Kaihatsu Kagaku Kenkyusho Processus de production de composes de phosphore organique

Also Published As

Publication number Publication date
JP2000336204A (ja) 2000-12-05

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