GB836241A - Improvements in organophosphorus-silicon compounds - Google Patents

Improvements in organophosphorus-silicon compounds

Info

Publication number
GB836241A
GB836241A GB15123/57A GB1512357A GB836241A GB 836241 A GB836241 A GB 836241A GB 15123/57 A GB15123/57 A GB 15123/57A GB 1512357 A GB1512357 A GB 1512357A GB 836241 A GB836241 A GB 836241A
Authority
GB
United Kingdom
Prior art keywords
silane
phosphonoethyl
dibutyl
diethyl
radical
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
GB15123/57A
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.)
General Electric Co
Original Assignee
General Electric Co
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 General Electric Co filed Critical General Electric Co
Publication of GB836241A publication Critical patent/GB836241A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/30—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen phosphorus-containing groups
    • 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 System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
    • C07F9/4012—Esters of acyclic acids which can have further substituents on alkyl substituted by B, Si, P or a metal

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)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Silicon Polymers (AREA)

Abstract

The invention comprises organophosphorus derivatives of silicon having the general formula <FORM:0836241/IV (a)/1> where R and R11 are monovalent hydrocarbon or halogenated hydrocarbon radicals, R1 is a monovalent hydrocarbon radical, all of them being free from aliphatic unsaturation, Z is an alkylene radical of at least 2 carbon atoms or such a radical in which a hydrogen atom is replaced by a silanyl radical, m is 1, 2 or 3, n is 0, 1 or 2, and m+n is not more than 3. They may be prepared by reacting a di-organohydrogen phosphite of the formula HP(O)(OR)2 with an alkenyl silane of the formula AmSi(R11)n(OR1)4-m-n, where A is an alkenyl group, e.g. vinyl, allyl or methallyl. A catalyst is preferably employed, particularly azo and peroxy compounds, potassium metal and potassium organo derivatives. Temperatures are generally from about 75 DEG C. upwards. The compounds can be hydrolysed, alone or with other hydrolysable silanes, silanols or siloxanols, to give polysiloxanes. Copolymers may also be formed by co-condensing the homopolymer with other polysiloxanes. The examples describe the preparation of: diethyl and dibutyl phosphonoethyltriethoxysilane; diethyl and dimethyl phosphonoethyldiethoxymethyl silane; diethyl phosphonopropyl triethoxy silane; di-(chloroethyl)phosphonoethyl diethoxyphenyl silane; dibutyl phosphonoethyl ethoxydiphenyl silane; bis-(dibutyl phosphonoethyl)-diethoxy silane; dibutyl phosphonoethyl diethoxyvinyl silane; and the compound 2-(diethyl phosphono), 2-(triethoxysilyl)-ethyl triethoxy silane is also mentioned. The preparation of polysiloxanes, including copolymers, from the above compounds is described, using as catalysts phosphorus oxychloride, phosphonitrilic chloride trimer or tetramer or fuming sulphuric acid. Some cross-linking may develop through hydrolysis of the OR group on the phosphorus to give <FORM:0836241/IV (a)/2> groupings. As further condensing agents, there are also specified zinc, tin and zirconium octoates and tetramethyl ammonium hydroxide. Copolymers of units derived from the above compounds with dimethyl siloxane units which are end-blocked by trimethylsiloxy units are useful as lubricating oils. The polysiloxane gums are convertible to rubbers by the use of the usual fillers and curing agents, and are unaffected by high-energy electrons and are resistant to aromatic solvents.
GB15123/57A 1956-05-31 1957-05-13 Improvements in organophosphorus-silicon compounds Expired GB836241A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US836241XA 1956-05-31 1956-05-31

Publications (1)

Publication Number Publication Date
GB836241A true GB836241A (en) 1960-06-01

Family

ID=22179588

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15123/57A Expired GB836241A (en) 1956-05-31 1957-05-13 Improvements in organophosphorus-silicon compounds

Country Status (1)

Country Link
GB (1) GB836241A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0525573A1 (en) * 1991-07-29 1993-02-03 Sanwa Kagaku Kenkyusho Co., Ltd. Organogermanium and organosilicon compounds, process for the preparation of the same and use thereof
EP0720985A1 (en) * 1995-01-05 1996-07-10 Wacker-Chemie GmbH Organo silicon compounds containing phosphorus
WO2002055587A1 (en) * 2001-01-09 2002-07-18 Queen Mary & Westfield College Organopolysiloxanes containing phosphonic groups, methods for the production and use thereof

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0525573A1 (en) * 1991-07-29 1993-02-03 Sanwa Kagaku Kenkyusho Co., Ltd. Organogermanium and organosilicon compounds, process for the preparation of the same and use thereof
EP0720985A1 (en) * 1995-01-05 1996-07-10 Wacker-Chemie GmbH Organo silicon compounds containing phosphorus
US5627296A (en) * 1995-01-05 1997-05-06 Wacker-Chemie Gmbh Phosphorus-containing organosilicon compounds
WO2002055587A1 (en) * 2001-01-09 2002-07-18 Queen Mary & Westfield College Organopolysiloxanes containing phosphonic groups, methods for the production and use thereof
US7064226B2 (en) 2001-01-09 2006-06-20 Phosphonics Limited Organopolysiloxanes containing phosphonic groups, method for the production and use thereof
US7728159B2 (en) * 2001-01-09 2010-06-01 Phosphonics Limited Organopolysiloxanes containing phosphonic groups, method for the production and use thereof

Similar Documents

Publication Publication Date Title
US2843615A (en) Organophosphorus-silicon compositions
US3122581A (en) Preparation of phosphorus-containing organosilicon compounds
GB991037A (en) Cyclic silanes, their preparation and hydrolysis
US2754311A (en) Aminomethyl siloxane compositions and their preparation
Borisov Organosilicon derivatives of Phosphorus and Sulfur
GB1598215A (en) Preparation of silylorganic esters of phosphorus
US3304318A (en) Method for hydrolyzing alkoxysilanes
US2963503A (en) Process for producing phosphorus-containing organosilicon compounds
US3215718A (en) Sulfur-containing organosilicon compounds and method of preparation
US3067229A (en) Phosphorus containing organosilicon compounds
GB1476834A (en) Process for the preparation of linear and branched chlorosilo xanes
US3385822A (en) Moisture curable polysiloxane phosphate composition
US3549680A (en) Method of preparing organo-halogenosilicon compounds
US2995594A (en) Process for making phosphorus-containing silicon compounds
US3170941A (en) Nitrogen-containing spiranes and siloxanes and their preparation
GB836241A (en) Improvements in organophosphorus-silicon compounds
GB1026362A (en) Improvements in or relating to nitrogen-containing organosilicon compounds
US3465020A (en) Heterocyclic silicon compounds
US2951860A (en) Organosilicon hydroxy phosphate esters
US2831009A (en) Organosilicon boranes
US3271360A (en) Polymeric organosiloxanes
US3646090A (en) Process for preparing linear chlorine terminated siloxane compounds
US3631085A (en) Preparation of methallylsilanes
US3019248A (en) Process for making phosphorus-containing organosilicon compounds
US2835651A (en) Organosilicon compositions containing phosphorus and their preparation