WO2013085097A1 - Composé à base de phosphore ayant une nouvelle structure, son procédé de préparation et composition de résine thermoplastique retardatrice de flamme le contenant - Google Patents

Composé à base de phosphore ayant une nouvelle structure, son procédé de préparation et composition de résine thermoplastique retardatrice de flamme le contenant Download PDF

Info

Publication number
WO2013085097A1
WO2013085097A1 PCT/KR2011/010325 KR2011010325W WO2013085097A1 WO 2013085097 A1 WO2013085097 A1 WO 2013085097A1 KR 2011010325 W KR2011010325 W KR 2011010325W WO 2013085097 A1 WO2013085097 A1 WO 2013085097A1
Authority
WO
WIPO (PCT)
Prior art keywords
phosphorus
resin
flame retardant
thermoplastic resin
compound
Prior art date
Application number
PCT/KR2011/010325
Other languages
English (en)
Korean (ko)
Inventor
이민수
고창홍
홍상현
Original Assignee
제일모직주식회사
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 제일모직주식회사 filed Critical 제일모직주식회사
Publication of WO2013085097A1 publication Critical patent/WO2013085097A1/fr

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/141—Esters of phosphorous acids
    • C07F9/145—Esters of phosphorous acids with hydroxyaryl compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/51—Phosphorus bound to oxygen
    • C08K5/52—Phosphorus bound to oxygen only
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • 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 phosphorus compound having a novel structure, a method for preparing the same, and a flame retardant thermoplastic resin composition comprising the same. More specifically, the present invention includes a phenyl group in which a tertiary butyl group is substituted at an ortho position, and a biphenol linker, which has excellent hydrolysis resistance and heat resistance at high temperature. It relates to a compound, a method for preparing the same, and a flame retardant thermoplastic resin composition comprising the same.
  • Phosphoric acid esters are most commonly used as such phosphorus-based flame retardants, and examples thereof include bisphenol-A bis (diphenylphosphate) (BDP), resorcinol bis (diphenylphosphate) (RDP), and resorcinol bis (di-2, 6-dimethylphenyl phosphate) (PX-200) and the like.
  • BDP bisphenol-A bis
  • RDP resorcinol bis
  • PX-200 resorcinol bis
  • Such phosphate esters are applied to thermoplastic resins such as styrene resins and polycarbonate resins to impart flame retardancy to these resins.
  • the present inventors include a phenyl group in which a tertiary butyl group is substituted at an ortho position, and a biphenol linker.
  • a method for preparing the same, and a flame retardant thermoplastic resin composition comprising the same.
  • Another object of the present invention is to provide a phosphorus compound having excellent hydrolysis resistance and heat resistance at a high temperature and a method for producing the same.
  • Still another object of the present invention is to provide a thermoplastic resin composition excellent in flame retardancy, hydrolysis resistance at high temperature, and heat resistance.
  • Phosphorus-based compound according to the present invention is represented by the following formula (1).
  • R is hydrogen or an alkyl group of C 1 -C 4 .
  • the acid value change before and after stirring is more than 0 mg KOH / g 0.9 mg KOH / g
  • the acid value change before and after standing is 0 mg KOH / g or more and 0.8 mg KOH / g or less.
  • the weight loss at 350 ° C. of the phosphorus compound measured by thermogravimetric analysis is 0% or more and 15% or less.
  • the method for preparing a phosphorus compound represented by Chemical Formula 1 according to the present invention includes reacting a phosphorus oxychloride, a compound represented by Chemical Formula 2 below, and a biphenol.
  • R is hydrogen or an alkyl group of C 1 -C 4 .
  • the method for producing a phosphorus compound is phosphorus oxychloride ⁇ and the compound represented by the formula (2); And reacting the biphenol with the product resulting from the reaction.
  • the reaction molar ratio of the phosphorus oxychloride to the compound represented by Formula 2 is 1: 2, and the reaction molar ratio of the phosphorus oxychloride to the biphenol is 2: 1.
  • the flame retardant thermoplastic resin composition according to the present invention comprises the phosphorus-based compound.
  • the flame retardant thermoplastic resin composition 100 parts by weight of a thermoplastic resin; And 0.1 parts by weight or more and 50 parts by weight or less of the phosphorus compound.
  • the thermoplastic resin is a polystyrene resin, acrylonitrile-butadiene-styrene copolymer resin, high strength polystyrene resin, acrylonitrile-styrene-acrylate copolymer resin, acrylonitrile-styrene copolymer Resin, methyl methacrylate-butadiene-styrene copolymer resin, acrylonitrile-ethyl acrylate-styrene copolymer resin, polycarbonate resin, polyphenylene ether resin, polyphenylene sulfide resin, polyethylene resin, polypropylene resin , At least one selected from the group consisting of polyethylene terephthalate resin, polybutylene terephthalate resin, poly (meth) acrylic resin and polyamide resin.
  • the flame retardant thermoplastic resin composition is a flame retardant, flame retardant aid, lubricant, plasticizer, heat stabilizer, anti-drip agent, antioxidant, compatibilizer, light stabilizer, pigment, dye and inorganic fillers other than the phosphorus compound Further comprises at least one additive selected from the group consisting of.
  • the phosphorus compound according to the present invention has a new structure and is excellent in hydrolysis resistance and heat resistance at high temperature.
  • the thermoplastic resin composition according to the present invention is excellent in flame retardancy, hydrolysis resistance at high temperature, and heat resistance.
  • 1 is a 1 H-NMR spectrum of a phosphorus compound according to an embodiment.
  • Phosphorus-based compound according to the present invention is represented by the following formula (1).
  • R is hydrogen or an alkyl group of C 1 -C 4 .
  • the phosphorus compound according to the present invention includes a phenyl group and a biphenol linker in which a tertiary butyl group is substituted at an ortho position, thereby replacing the tertiary butyl group at another position.
  • Oligomeric aromatic phosphate esters containing phenyl groups Oligomeric aromatic phosphate esters containing a phenyl group substituted with a methyl group, ethyl group, propyl group or normal butyl group other than the tertiary butyl group;
  • the hydrolysis resistance and heat resistance at a high temperature are excellent as compared to the oligomeric aromatic phosphate ester containing hydroquinone, resorcinol or bisphenol-A, which is not a biphenol as a linker.
  • R is hydrogen or an alkyl group of C 1 -C 4 , preferably hydrogen, methyl group, ethyl group, and more preferably hydrogen.
  • the acid value change before and after stirring is more than 0 mg KOH / g 0.9 mg KOH / g Or less, preferably 0 mg KOH / g or more and 0.5 mg KOH / g or less, more preferably 0 mg KOH / g or more and 0.2 mg KOH / g or less, most preferably 0 mg KOH / g or more and 0.1 mg KOH / g or less.
  • the acid value change before and after standing is more than 0 mg KOH / g 0.8 mg KOH / g Or less, preferably 0 mg KOH / g or more and 0.4 mg KOH / g or less, more preferably 0 mg KOH / g or more and 0.1 mg KOH / g or less, most preferably 0.00 mg KOH / g.
  • the acid value is obtained by dissolving a proper amount of sample in 50 ml of ethanol, adding a small amount of BTB solution, titrating with 0.1N NaOH solution, and measuring the consumption of NaOH solution using the following formula.
  • the loss weight at 200 ° C. of the phosphorus compound measured by thermogravimetric analysis is 0% or more and 0.3% or less, preferably 0% or more and 0.2% or less, more preferably 0% or more and 0.1% Below, most preferably, it is 0%.
  • the loss weight at 250 ° C. of the phosphorus compound measured by thermogravimetric analysis is 0% or more and 0.6% or less, preferably 0% or more and 0.3% or less, more preferably 0% or more and 0.1% Below, most preferably, it is 0%.
  • the loss weight at 300 ° C. of the phosphorus compound measured by thermogravimetric analysis is 0% or more and 4% or less, preferably 0% or more and 1% or less, more preferably 0% or more and 0.1% Below, most preferably, it is 0%.
  • the loss weight at 350 ° C. of the phosphorus compound measured by thermogravimetric analysis is 0% or more and 15% or less, preferably 0% or more and 5% or less, more preferably 0% or more and 1% Most preferably, they are 0% or more and 0.1% or less. For example, 0.1%.
  • the method for preparing a phosphorus compound represented by Chemical Formula 1 according to the present invention includes reacting a phosphorus oxychloride, a compound represented by Chemical Formula 2 below, and a biphenol.
  • R is hydrogen or an alkyl group of C 1 -C 4 .
  • the method for producing a phosphorus compound is phosphorus oxychloride ⁇ and the compound represented by the formula (2); And reacting the biphenol with the product resulting from the reaction.
  • biphenol di-2-tertarybutylphenyl phosphate
  • di-2-tertarybutylphenyl phosphate may be prepared by reacting biphenol with the di-2-tertbutylbutylphenyl chloro phosphate.
  • the solvent that can be used in the process for producing the phosphorus compound is an aprotic organic solvent having a boiling point of 110 ° C. or more and 200 ° C. or less, preferably a toluene, xylene, chlorobenzene or dichlorobenzene as an aromatic compound, more preferably. Toluene, xylene, chlorobenzene.
  • a solvent having a boiling point lower than 110 ° C. is used, the reaction may proceed very slowly.
  • a solvent having a boiling point higher than 200 ° C. it may be difficult to completely dry after the reaction and the color of the product may be changed.
  • the solvents may be used alone or in combination of two or more thereof.
  • the catalyst which can be used for the step of reacting the phosphorus oxychloride and the compound represented by the formula (2), the reaction of the biphenol to the product resulting from the reaction, or both thereof is a Lewis acid catalyst or a base catalyst.
  • metal chlorides or metal oxides may be used.
  • metal chlorides such as magnesium chloride, aluminum chloride, and calcium chloride may be used, but are not limited thereto.
  • the Lewis acid catalyst may be used in an amount of 0.1 mol% or more and 10 mol% or less, preferably 0.5 mol% or more and 5 mol% or less, more preferably 1 mol% or more and 2 mol% or less, based on the total number of moles of the reactants. When the Lewis acid catalyst is used within the above range, the reaction rate may be excellent and the catalyst removal after the reaction may also be advantageous.
  • An organic amine compound may be used as the base catalyst, preferably an aromatic amine such as pyridine or lutidine and a trivalent amine of trialkylamines, and the like, and most preferably pyridine or triethylamine may be used.
  • the base catalyst may be used in an amount of 1 equivalent or more and 3 equivalents or less, preferably 1.1 equivalents or more and 2 equivalents or less, more preferably 1.2 equivalents or more and 1.5 equivalents or less, based on the amount of chlorine elements in the raw materials used. When the base catalyst is used within the above range, the completeness of the reaction can be increased, and by-products can be minimized.
  • the reaction temperature of the phosphorus oxychloride and the compound represented by the formula (2), the reaction temperature of the product and the biphenol resulting from the reaction or all of them are 80 °C to 170 °C, preferably 100 It is more than 160 degreeC, More preferably, it is 120 degreeC or more and 140 degrees C or less.
  • the reaction molar ratio of the phosphorus oxychloride to the compound represented by Formula 2 is 1: 2, and the reaction molar ratio of the phosphorus oxychloride to the biphenol is 2: 1.
  • the reactants are used within the above range, the completeness of the reaction can be increased, and by-products can be minimized.
  • the flame-retardant thermoplastic resin composition according to the present invention comprises the phosphorus-based compound, and since the phosphorus-based compound is excellent in hydrolysis resistance and heat resistance at high temperature, even if a resin processed mainly at high temperature is used as the thermoplastic resin, When the thermoplastic resin composition is included, problems such as gas generation, decomposition, or appearance deterioration due to the phosphorus-based compound may be prevented.
  • the phosphorus compound can be preferably applied to a thermoplastic resin containing oxygen.
  • the flame retardant thermoplastic resin composition 100 parts by weight of a thermoplastic resin; And 0.1 parts by weight or more and 50 parts by weight or less, preferably 1 parts by weight or more and 30 parts by weight or less, more preferably 5 parts by weight or less and 15 parts by weight or less.
  • the thermoplastic resin is a polystyrene resin, acrylonitrile-butadiene-styrene copolymer resin, high strength polystyrene resin, acrylonitrile-styrene-acrylate copolymer resin, acrylonitrile-styrene copolymer Resin, methyl methacrylate-butadiene-styrene copolymer resin, acrylonitrile-ethyl acrylate-styrene copolymer resin, polycarbonate resin, polyphenylene ether resin, polyphenylene sulfide resin, polyethylene resin, polypropylene resin , At least one selected from the group consisting of polyethylene terephthalate resin, polybutylene terephthalate resin, poly (meth) acrylic resin and polyamide resin.
  • the flame retardant thermoplastic resin composition is a flame retardant, flame retardant aid, lubricant, plasticizer, heat stabilizer, anti-drip agent, antioxidant, compatibilizer, light stabilizer, pigment, dye and inorganic fillers other than the phosphorus compound
  • the additive may be included in an amount of 0 to 30 parts by weight, preferably 0 to 15 parts by weight with respect to 100 parts by weight of the thermoplastic resin.
  • Examples of flame retardants, flame retardant aids and anti-dripping agents other than the phosphorus-based compounds include halogen-containing organic compounds, cyanurate compounds, metal salts, fluorinated polyolefin resins, and the like, which are generally commercially available.
  • Metal salts that can be used as the flame retardant aids include conventionally known sulfonic acid metal salts and sulfone sulfonic acid metal salts.
  • Fluorinated polyolefin resins usable as anti-dropping agents include polytetrafluoroethylene and polyvinylidene fluoride as conventionally available resins.
  • Tetrafluoroethylene / vinylidene fluoride copolymer Tetrafluoroethylene / vinylidene fluoride copolymer, tetrafluoroethylene / hexafluoropropylene copolymer, ethylene / tetrafluoroethylene copolymer and the like.
  • the inorganic fillers include glass fibers, talc, ceramics or sulfates.
  • the flame retardant thermoplastic resin composition may be prepared in the form of pellets or chips by mixing components and additives, followed by melt extrusion in an extruder.
  • the plastic molded article may be manufactured using an extrusion, injection, or casting molding method.
  • the thermoplastic resin composition according to the present invention is excellent in heat resistance and hydrolysis resistance as well as flame retardancy, it can be preferably applied to various products.
  • the thermoplastic resin composition may include a housing of an electric / electronic product such as a TV, an audio, a mobile phone, a digital camera, a navigation machine, a washing machine, a computer, a monitor, an MP3, a video player, a CD player, a washing machine, and the like; Or in a housing of an office automation device such as a copy machine, a facsimile machine, a printer, or the like.
  • BDP bisphenol-A bis (diphenylphosphate)
  • PX-200 resorcinol bis (di-2,6-dimethylphenylphosphate)
  • Acid value (mg KOH / g) ((0.1N-NaOH solution consumption ml) * (0.1N-NaOH solution Factor) * 5.61) / sample amount (g)
  • the phosphorus-based compound according to the embodiment is excellent in hydrolysis resistance and heat resistance at a high temperature compared to the phosphorus-based compound according to Comparative Examples 1-2.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

La présente invention concerne : un composé à base de phosphore, qui comprend un groupe butyle tertiaire ayant un groupe phényle substitué en position ortho et un liant biphénol, et a une excellente résistance à l'hydrolyse et une excellente résistance à la chaleur à une température élevée ; un procédé de préparation de ce composé ; et une composition de résine thermoplastique retardatrice de flamme le contenant.
PCT/KR2011/010325 2011-12-06 2011-12-29 Composé à base de phosphore ayant une nouvelle structure, son procédé de préparation et composition de résine thermoplastique retardatrice de flamme le contenant WO2013085097A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR1020110129445A KR101465476B1 (ko) 2011-12-06 2011-12-06 새로운 구조를 갖는 인계 화합물, 이의 제조방법, 및 이를 포함하는 난연성 열가소성 수지 조성물
KR10-2011-0129445 2011-12-06

Publications (1)

Publication Number Publication Date
WO2013085097A1 true WO2013085097A1 (fr) 2013-06-13

Family

ID=48574439

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2011/010325 WO2013085097A1 (fr) 2011-12-06 2011-12-29 Composé à base de phosphore ayant une nouvelle structure, son procédé de préparation et composition de résine thermoplastique retardatrice de flamme le contenant

Country Status (2)

Country Link
KR (1) KR101465476B1 (fr)
WO (1) WO2013085097A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021177488A1 (fr) * 2020-03-05 2021-09-10 주식회사 삼양사 Composition de résine de poly téréphtalate de butylène possédant une excellente ininflammabilité et une excellente résistance à l'hydrolyse et article moulé produit à partir de ladite composition

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5420327A (en) * 1992-09-14 1995-05-30 Akzo Nobel N.V. Process for forming hydrocarbyl bisphosphate compound
EP0509506B1 (fr) * 1991-04-16 1997-06-25 Daihachi Chemical Industry Co., Ltd. Poudres cristallines de diphosphates aromatiques, leur préparation et utilisation
EP0822197B1 (fr) * 1996-07-30 2003-04-02 Daihachi Chemical Industry Co., Ltd. Procédé de préparation de biphosphates aromatiques
WO2005012417A1 (fr) * 2003-08-04 2005-02-10 Cheil Industries Inc. Composition de resine thermoplastique ignifuge
WO2005017030A1 (fr) * 2003-08-14 2005-02-24 Cheil Industries Inc. Composition de resine styrenique ignifuge renforcee par du caoutchouc

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1036645A (ja) * 1996-07-22 1998-02-10 Polyplastics Co ポリブチレンテレフタレート樹脂組成物
US6906123B2 (en) * 1998-09-02 2005-06-14 Cheil Industries Inc. Flameproof styrene-containing graft resin compositions having a particular nitrile content distribution

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0509506B1 (fr) * 1991-04-16 1997-06-25 Daihachi Chemical Industry Co., Ltd. Poudres cristallines de diphosphates aromatiques, leur préparation et utilisation
US5420327A (en) * 1992-09-14 1995-05-30 Akzo Nobel N.V. Process for forming hydrocarbyl bisphosphate compound
EP0822197B1 (fr) * 1996-07-30 2003-04-02 Daihachi Chemical Industry Co., Ltd. Procédé de préparation de biphosphates aromatiques
WO2005012417A1 (fr) * 2003-08-04 2005-02-10 Cheil Industries Inc. Composition de resine thermoplastique ignifuge
WO2005017030A1 (fr) * 2003-08-14 2005-02-24 Cheil Industries Inc. Composition de resine styrenique ignifuge renforcee par du caoutchouc

Also Published As

Publication number Publication date
KR101465476B1 (ko) 2014-11-26
KR20130063107A (ko) 2013-06-14

Similar Documents

Publication Publication Date Title
WO2010114302A2 (fr) Agent ignifuge à base de phosphore organique et son procédé de production
WO2013115538A1 (fr) Composition de résine de polycarbonate non halogénée, ignifuge et de grande rigidité
WO2017003250A1 (fr) Résine de phtalonitrile
JP4787323B2 (ja) 重合体樹脂とカルボキシレートホスフィネート塩化合物とを含む重合体組成物
WO2019124928A1 (fr) Composition de résine de polyéthylène téréphtalate ignifuge présentant une résistance aux chocs améliorée, et son procédé de fabrication
WO2017119793A2 (fr) Résine de phtalonitrile
WO2018008914A1 (fr) Composition plastifiante, composition de résine et procédé pour les produire
WO2019009430A1 (fr) Polymère contenant un halogène et son procédé de production
CN104387739A (zh) 一种阻燃聚碳酸酯材料及其制备方法
CN109021287A (zh) 一种磷氮硫型阻燃剂及其在环氧树脂中的应用
CN109233238A (zh) 一种笼形低聚硅倍半氧烷阻燃聚碳酸酯及其制备方法和应用
WO2013085097A1 (fr) Composé à base de phosphore ayant une nouvelle structure, son procédé de préparation et composition de résine thermoplastique retardatrice de flamme le contenant
US8410203B2 (en) Phosphorus compound, method of preparing the same and flame retardant thermoplastic resin composition including the same
WO2017116043A1 (fr) Composition de résine thermoplastique et produit moulé la comprenant
WO2010067926A1 (fr) Nouveaux composés de phosphate, leur procédé de préparation, et compositions de résine thermoplastique ignifuges utilisant de tels composés
WO2018110824A1 (fr) Composition de résine thermoplastique présentant d'excellentes propriétés électriques, et matériau moulé produit avec celle-ci
WO2017095177A2 (fr) Composé de phtalonitrile
JP2019163404A (ja) 難燃性樹脂組成物
WO2016060333A1 (fr) Composition de résine thermoplastique ayant une excellente transparence et résistance mécanique, et produit moulé la comprenant
CN117004209A (zh) 含TiO2和杂环化合物的阻燃聚碳酸酯的制备方法
WO2016195312A1 (fr) Résine de polycarbonate et son procédé de préparation
WO2010076995A9 (fr) Nouveau composé à base de phosphonate et composition de résine styrénique ignifuge le comprenant
KR101411008B1 (ko) 신규 인계 화합물, 그 제조방법 및 이를 포함하는 난연성 열가소성 수지 조성물
WO2012102514A2 (fr) Composition ignifuge
WO2018124482A2 (fr) Composition de résine et article moulé produit à partir de cette composition

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 11876876

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 11876876

Country of ref document: EP

Kind code of ref document: A1