GB1084855A - Organosilicon isocyanate compounds and process for preparing same - Google Patents

Organosilicon isocyanate compounds and process for preparing same

Info

Publication number
GB1084855A
GB1084855A GB36331/64A GB3633164A GB1084855A GB 1084855 A GB1084855 A GB 1084855A GB 36331/64 A GB36331/64 A GB 36331/64A GB 3633164 A GB3633164 A GB 3633164A GB 1084855 A GB1084855 A GB 1084855A
Authority
GB
United Kingdom
Prior art keywords
reaction
cocl2
yield
radical
toluene
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
GB36331/64A
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.)
Union Carbide Corp
Original Assignee
Union Carbide Corp
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 Union Carbide Corp filed Critical Union Carbide Corp
Publication of GB1084855A publication Critical patent/GB1084855A/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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/778—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur silicon
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0834—Compounds having one or more O-Si linkage
    • C07F7/0838—Compounds with one or more Si-O-Si sequences
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02—Silicon compounds
    • C07F7/21—Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
    • 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
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/653—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain modified by isocyanate compounds
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H19/00—Coated paper; Coating material
    • D21H19/10—Coatings without pigments
    • D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
    • D21H19/24—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H19/32—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds obtained by reactions forming a linkage containing silicon in the main chain of the macromolecule

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Silicon Polymers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paper (AREA)

Abstract

Silanes (A) of the formula <FORM:1084855/C3/1> siloxane homopolymers (B) of the unit formula <FORM:1084855/C3/2> and copolymers (C) composed of units of (B) and units of the formula <FORM:1084855/C3/3> wherein R is a divalent hydrocarbon (h.c.) radical, R1 is a monovalent h.c. radical, R11 is H or R1, X is H, Cl or F atom or a hydrocarbonoxy radical, a is 1, 2 or 3, b is 0, 1 or 2, a + b is 1, 2 or 3 and c is 0, 1, 2 or 3, can be made by contacting at reaction temperatures phosgene with the corresponding organosilicon compound containing 1, 2 or 3 aminohydrocarbon radicals, the possible reaction being:- <FORM:1084855/C3/4> The reaction is preferably effected in an inert solvent, preferably a high boiling halo-hydrocarbon, the initial contacting of the aminoorganosilicon compound with COCl2 being at low temperatures with gradual increase in temperature as the reaction progresses. In a typical Example (1) a toluene solution of <FORM:1084855/C3/5> was slowly added over a period of 20 minutes to a mixture of toluene and COCl2 in a glass reactor cooled to - 20 DEG C., and the resulting mixture was heated to 110 DEG C. under a nitrogen atmosphere and subsequently freed of toluene and distilled to yield <FORM:1084855/C3/6> In Example (5) d -aminopropyltriethoxy silane was reacted with COCl2 to yield d -isocyanatopropylethoxydichlorosilane, which was then refluxed with thionyl chloride and triphenylphosphine to the corresponding trichlorosilane, and this silane was heated with sodiumfluorosilicate to yield d -isocyanatopropyltrifluorosilane. Uses.-As hydraulic fluids, coating resins, elastomers, and as sizing materials for paper and textile and glass fibres.
GB36331/64A 1963-09-06 1964-09-04 Organosilicon isocyanate compounds and process for preparing same Expired GB1084855A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US30700363A 1963-09-06 1963-09-06
US523257A US3419422A (en) 1963-09-06 1966-01-27 Paper sized with an isocyanate-modified silicone

Publications (1)

Publication Number Publication Date
GB1084855A true GB1084855A (en) 1967-09-27

Family

ID=26975488

Family Applications (2)

Application Number Title Priority Date Filing Date
GB36331/64A Expired GB1084855A (en) 1963-09-06 1964-09-04 Organosilicon isocyanate compounds and process for preparing same
GB3909/67A Expired GB1184742A (en) 1963-09-06 1967-01-26 Modified Cellulosic Fibres and Fibrous Products having Resistance to Wetting by Aqueous Media

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB3909/67A Expired GB1184742A (en) 1963-09-06 1967-01-26 Modified Cellulosic Fibres and Fibrous Products having Resistance to Wetting by Aqueous Media

Country Status (6)

Country Link
US (1) US3419422A (en)
BE (1) BE652572A (en)
DE (1) DE1493328C3 (en)
FR (1) FR1509553A (en)
GB (2) GB1084855A (en)
NL (1) NL6410323A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0913401A2 (en) * 1997-10-23 1999-05-06 Chisso Corporation Fluorine-containing siloxane compound and process for production thereof

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0099049A1 (en) * 1982-07-06 1984-01-25 Dow Corning Corporation Method for preparing silicone-treated starch
US4495226A (en) * 1982-07-06 1985-01-22 Dow Corning Corporation Method for preparing silicone-treated starch
US20160024243A1 (en) * 2013-03-15 2016-01-28 Hempel A/S Polysiloxane modified polyisocyanates for use in coatings
US9437371B2 (en) * 2013-06-04 2016-09-06 Silatronix, Inc. Nitrile-substituted silanes and electrolyte compositions and electrochemical devices containing them
CN113292591A (en) * 2021-06-23 2021-08-24 唐山三孚新材料有限公司 Synthesis method and application of 1, 3-bis (isocyanatoalkyl) -1,1,3, 3-tetramethyldisiloxane

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2893898A (en) * 1956-01-16 1959-07-07 Bradford Dyers Ass Ltd Method of rendering materials water-repellent
US3012006A (en) * 1958-04-24 1961-12-05 Dow Corning Fluorinated alkyl silanes and their use
US3178391A (en) * 1958-10-31 1965-04-13 Bayer Ag Isocyanates and isothiocyanates and a process for producing the same
US3179713A (en) * 1962-03-26 1965-04-20 Dow Corning Organopolysiloxane isocyanate composition for imparting scuff resistance and water repellency to leather
US3179622A (en) * 1962-03-26 1965-04-20 Dow Corning Polysiloxane isocyanates
US3170891A (en) * 1962-09-14 1965-02-23 Dow Corning Silicone isocyanates

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0913401A2 (en) * 1997-10-23 1999-05-06 Chisso Corporation Fluorine-containing siloxane compound and process for production thereof
EP0913401A3 (en) * 1997-10-23 2001-01-31 Chisso Corporation Fluorine-containing siloxane compound and process for production thereof

Also Published As

Publication number Publication date
DE1493328B2 (en) 1977-08-11
FR1509553A (en) 1968-01-12
NL6410323A (en) 1965-03-08
US3419422A (en) 1968-12-31
DE1493328A1 (en) 1969-04-24
BE652572A (en) 1964-12-31
DE1493328C3 (en) 1978-04-06
GB1184742A (en) 1970-03-18

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