KR960010672A - Method for preparing 6-oxo- (6H) -dibenz- [c, e] [1,2] -oxaphosphorin - Google Patents

Method for preparing 6-oxo- (6H) -dibenz- [c, e] [1,2] -oxaphosphorin Download PDF

Info

Publication number
KR960010672A
KR960010672A KR1019950030408A KR19950030408A KR960010672A KR 960010672 A KR960010672 A KR 960010672A KR 1019950030408 A KR1019950030408 A KR 1019950030408A KR 19950030408 A KR19950030408 A KR 19950030408A KR 960010672 A KR960010672 A KR 960010672A
Authority
KR
South Korea
Prior art keywords
solvent
pcl
moles
lewis acid
dibenz
Prior art date
Application number
KR1019950030408A
Other languages
Korean (ko)
Inventor
조제프 부이쉬 한스
글록 볼커
그리젤 베른트
코모쉰스키 요아힘
Original Assignee
클라우스 로이터·귄터 슈마허
바이엘 악티엔게젤샤프트
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 claimed from DE19505353A external-priority patent/DE19505353A1/en
Priority claimed from DE19505352A external-priority patent/DE19505352A1/en
Application filed by 클라우스 로이터·귄터 슈마허, 바이엘 악티엔게젤샤프트 filed Critical 클라우스 로이터·귄터 슈마허
Publication of KR960010672A publication Critical patent/KR960010672A/en

Links

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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
    • C07F9/657163—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms the ring phosphorus atom being bound to at least one carbon atom
    • C07F9/65719—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms the ring phosphorus atom being bound to at least one carbon atom the ring phosphorus atom and, at least, one ring oxygen atom being part of a (thio)phosphonous acid derivative

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

본 발명은 제1단계에서, 루이스산 존재하의 상승된 온도에서 임의로 치환된 o-페닐페놀을 PCl3와 반응시키고, 전 반응 시간동안 o-페닐페놀 1몰당 약 0.05몰 과잉의 PCl3를 제거한 후, 제2단계에서 제1단계 생성물의 염소 당량에 대하여 1 내지 2몰의 H20를 사용하여 50내지 150℃에서 자수 분해시키고 HCl및 잔여의 H2O를 제거사여 임의로 치환된 ODOP를 제조한는 것에 관한 것이다.In the first step, the present invention reacts an optionally substituted o-phenylphenol with PCl 3 at an elevated temperature in the presence of Lewis acid and removes about 0.05 molar excess of PCl 3 per mole of o-phenylphenol for the entire reaction time. And optionally substituted ODOP using 1 to 2 moles of H 2 0 to 50 to 150 ° C. with removal of HCl and residual H 2 O with respect to the chlorine equivalent of the first step product in the second step. It's about things.

Description

6-옥소-(6H)-디벤즈-[c,e][1,2]-옥사포스포린의 제조 방법Method for preparing 6-oxo- (6H) -dibenz- [c, e] [1,2] -oxaphosphorin

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (8)

제1단계에서 70내지 220℃의 상승된 온도 범위에서 염화 수소를 제거하면서 하기 식(Ⅱ)의 o-페닐페놀을 루이스산 존재하에 삼염화인과 반응시키고, 제2단계에서 제1단계의 생성물을 가수 분해하여 하기 식(Ⅰ)의 6-옥소-(6H)-디벤즈-[c,e][1,2]-옥사포그포린(ODOPs)을 제조하는 방법이 있어서, 제1단계의 전 반응 시간에 걸쳐서, 반응 혼합물 중에 미반응 삼염화인의 양을 사용된 o-페닐페놀의 1몰당 적어도 0.05몰로 유지시키고, 과잉의 PCl3를 제거한 후, 불활성 용매중에 용융되거나 또는 용해된 제1단계의 생성물을 50 내지 150℃, 바람직하기로는 70내지 130℃에서 제1단계 생성물의 염소 당량에 대하여 1 내지 2몰, 바람직하기로는 1내지 1.7몰, 특히 바람직하기로는 1 내지 1.5몰의 H2O와 반응시키고, HCl및 잔여의 H2O를 140 내지 170℃로 가열하여 제거하는 것을 특징으로 하는 방법.In the first step, o-phenylphenol of formula (II) is reacted with phosphorus trichloride in the presence of Lewis acid while removing hydrogen chloride at an elevated temperature range of 70 to 220 ° C, and the product of the first step is Hydrolysis to prepare 6-oxo- (6H) -dibenz- [c, e] [1,2] -oxafogporin (ODOPs) of the following formula (I): Over time, the amount of unreacted phosphorus trichloride in the reaction mixture is maintained at least 0.05 mole per mole of o-phenylphenol used, excess PCl 3 is removed, and then the product of the first stage dissolved or dissolved in an inert solvent Is reacted with 1 to 2 moles, preferably 1 to 1.7 moles, particularly preferably 1 to 1.5 moles H 2 O, relative to the chlorine equivalent of the first stage product at 50 to 150 ° C., preferably 70 to 130 ° C. And removing HCl and residual H 2 O by heating to 140 to 170 ° C. How to. 상기 식에서, R1내지 R2는 동일하거나 또는 상이하고, 수소, 할로겐, C1-C4-알킬기 또는 C1-C4-알콕시시를 나타낸다.Wherein R 1 to R 2 are the same or different and represent hydrogen, halogen, a C 1 -C 4 -alkyl group or a C 1 -C 4 -alkoxy. 제1항에 있어서, 과잉의 PCl3은 제1단계 반응 종결 후 비동점이 PCl3보다 높고 6-클로로-(6H)-디벤즈-[c,e][1,2]-옥사포스포린 보다 맞은 불활성 용매의 존재하에서 증류에 의하여 반응 혼합물로부너 제거되는 것을 특징으로 하는 방법.The method of claim 1 wherein excess PCl 3 has a higher boiling point than PCl 3 after completion of the first stage reaction and fits 6-chloro- (6H) -dibenz- [c, e] [1,2] -oxaphosphorin. Process which is removed from the reaction mixture by distillation in the presence of an inert solvent. 제1항에 있어서, R1내지 R6기 중 두개, 바람직하기로는 네개, 가장 바람직하게는 전부가 소수인 것을 특징으로 하는 방법.2. The process according to claim 1, wherein two, preferably four and most preferably all of the R 1 to R 6 groups are prime. 제1항에 있어서, 제1단계에서 제1상 반응은 루이스산 부재하 70 내지 140℃에서 수행되고, 제2상 반응은 루이스산 존재하 160 내지 220℃에서 수행되는 것을 특징으로 하는 방법.The method of claim 1, wherein the first phase reaction in the first step is carried out at 70 to 140 ℃ without Lewis acid, the second phase reaction is carried out at 160 to 220 ℃ in the presence of Lewis acid. 제2항에 있어서, 사용되는 용매의 비등점은 90내지 200℃, 바람직하기로는 100 내지 180℃, 가장 바람직하기로는 105 내지 170℃인 것을 특징으로 하는 방법.The process according to claim 2, wherein the boiling point of the solvent used is 90 to 200 ° C, preferably 100 to 180 ° C, most preferably 105 to 170 ° C. 제5항에 있어서, 용매 또는 용매 다수의 혼합물은 메틸시클로헥산, 이소옥탄, 이소데칸, 이소도데칸, 이소노난, 디메틸시클로헥산, 석유 에테르와 같은 벤지, 디시클로펜탄, 데칼린, 툴루엔, 큐멘, 크실렌, 메시틸렌, 시멘, 클로로벤젠, 클로로톨루엔, 브로모벤젠, 디클로로벤젠, 클로로큐멘, 에틸벤젠 및 디에틸벤젠으로 이루어지는 군에서 선택되는 것을 특징으로 하는 방법.6. The solvent or mixture of a plurality of solvents of claim 5, wherein the solvent or mixture of solvents is methylcyclohexane, isooctane, isodecane, isododecane, isononane, dimethylcyclohexane, benzine such as petroleum ether, dicyclopentane, decalin, toluene, cumene, And xylene, mesitylene, cymene, chlorobenzene, chlorotoluene, bromobenzene, dichlorobenzene, chlorocumene, ethylbenzene and diethylbenzene. 제1항에 있어서, 제2단계에서 가수 분해는 제1단계에서 PCl3를 제거하기 위하여 사용된 용매중의 하나를 사용하여 행하는 것을 특징으로 하는 방법.The method of claim 1 wherein the hydrolysis in the second step is performed using one of the solvents used to remove PCl 3 in the first step. 제7항에 있어서, 동일한 용매 바람직하게는 크실렌이 제1단계 및 제2단계에서 사용되는 것을 특징으로 하는 방법.8. Process according to claim 7, characterized in that the same solvent, preferably xylene, is used in the first and second steps. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019950030408A 1994-09-19 1995-09-18 Method for preparing 6-oxo- (6H) -dibenz- [c, e] [1,2] -oxaphosphorin KR960010672A (en)

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
DEP4433264.5 1994-09-19
DE4433263 1994-09-19
DE4433264 1994-09-19
DEP4433263.7 1994-09-19
DE19505352.4 1995-02-17
DE19505353.2 1995-02-17
DE19505353A DE19505353A1 (en) 1994-09-19 1995-02-17 Prodn. of 6-chloro-6H-dibenz(c,e)(1,2)oxa:phosphorine cpds.
DE19505352A DE19505352A1 (en) 1994-09-19 1995-02-17 Prodn. of 6-oxo-6H-dibenz(c,e)(1,2)oxa:phosphorine cpds. for use as fire retardants, etc.

Publications (1)

Publication Number Publication Date
KR960010672A true KR960010672A (en) 1996-04-20

Family

ID=66616088

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019950030408A KR960010672A (en) 1994-09-19 1995-09-18 Method for preparing 6-oxo- (6H) -dibenz- [c, e] [1,2] -oxaphosphorin

Country Status (2)

Country Link
KR (1) KR960010672A (en)
DE (1) DE59508599D1 (en)

Also Published As

Publication number Publication date
DE59508599D1 (en) 2000-08-31

Similar Documents

Publication Publication Date Title
US3261871A (en) Reduction of phosphine oxides
FR2565231A1 (en) PROCESS FOR THE PREPARATION OF ORGANOSILANES AND ORGANOPOLYSILANES FROM ORGANODISILANES
KR960010672A (en) Method for preparing 6-oxo- (6H) -dibenz- [c, e] [1,2] -oxaphosphorin
AU599204B2 (en) Process for the production of oximosilanes
KR940005954B1 (en) Compotitions of polyarylalkane oligomers, process for theirs preparations
JPH07145185A (en) Production of 6h-dibenz(c,e)(1,2)oxaphospholin-6-one and its derivative
NO782285L (en) REDUCTION OF PHOSPHINE OXIDES.
CA2000795A1 (en) Preparation of cycloorganotrisilazanes
US10457696B2 (en) Cationic silicon (II) compounds and method for the production thereof
EP0697387A2 (en) Improved method for the preparation of iodonium salts
US3646092A (en) Process for the recovery of trimethylfluorosilane from a mixture of silicontetrachloride trimethylchlorosilane and hydrocarbons boiling at the same range
US5189193A (en) Process for preparation of cyclic organohydrosiloxanes
KR910009619A (en) Synthesis of Perfluoroalkyl Bromide
EP0771804A1 (en) Process for heat-fractionation or organosilanes
KR930009994A (en) Urea fusion method to synthesize 3-phenoxy-1-azetidinecarboxamide
JP3748688B2 (en) Method for producing tetrakis [tris (dimethylamino) phosphoranylideneamino] phosphonium chloride
US3718682A (en) Process for obtaining hydrogenochlorosilanes
US3504025A (en) Process for preparing organic thiophosphorus compounds
US3590104A (en) Process for preparing 0,0-dialkyl-0-phenyl phosphorothioates
KR950032071A (en) Method for preparing 4-halo-2'-nitrobutyrophenone compound
JP3748687B2 (en) Process for producing aminotris (dimethylamino) phosphonium chloride
US4080377A (en) Production of cyclic five-membered ring unsaturated phosphine dichlorides
US3453325A (en) Preparation of acyl halides
JPH0465063B2 (en)
JP2535794B2 (en) Silicon-containing pentacyclic compound and method for producing the same

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E601 Decision to refuse application