GB922198A - Improvements in and relating to phosphorus-containing organic compounds - Google Patents

Improvements in and relating to phosphorus-containing organic compounds

Info

Publication number
GB922198A
GB922198A GB4151160A GB4151160A GB922198A GB 922198 A GB922198 A GB 922198A GB 4151160 A GB4151160 A GB 4151160A GB 4151160 A GB4151160 A GB 4151160A GB 922198 A GB922198 A GB 922198A
Authority
GB
United Kingdom
Prior art keywords
haloalkenyl
foams
hydrogen
resins
prepared
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
GB4151160A
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 GB922198A publication Critical patent/GB922198A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
    • 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
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • 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
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
    • 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
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/141—Esters of phosphorous acids
    • C07F9/1411—Esters of phosphorous acids with hydroxyalkyl compounds with further substituents on alkyl
    • 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
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/50—Polyethers having heteroatoms other than oxygen
    • C08G18/5075—Polyethers having heteroatoms other than oxygen having phosphorus
    • C08G18/5078—Polyethers having heteroatoms other than oxygen having phosphorus having phosphorus bound to carbon and/or to hydrogen
    • 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
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/50—Polyethers having heteroatoms other than oxygen
    • C08G18/5075—Polyethers having heteroatoms other than oxygen having phosphorus
    • C08G18/5081—Polyethers having heteroatoms other than oxygen having phosphorus having phosphorus bound to oxygen only
    • C08G18/5084—Phosphate compounds
    • 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
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/6795—Unsaturated polyethers
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
    • C08G59/4071—Curing agents not provided for by the groups C08G59/42 - C08G59/66 phosphorus containing 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
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/042—Metal salts thereof

Abstract

Flame proofing agents and cross-linking initiators for resins and foams comprise phosphorus-containing polyols of formula <FORM:0922198/IV(a)/1> where R, R1, R2 and R3 are hydrogen or alkyl, alkenyl, haloalkenyl or haloalkyl radicals containing 1 to 8 carbon atoms between them, at least one being haloalkyl or haloalkenyl, x is a number from 1 to 8 and Y is hydrogen or <FORM:0922198/IV(a)/2> (For preparation see Group IV(b)). Urethane foams may be prepared by reacting the polyols with isocyanates followed by simultaneous or stepwise foaming by internal development of CO2 and cross-linking of the isocyanate-modified phosphorus compound, or by means of a blowing agent. Epoxy resins and foams may be similarly prepared using the phosphorus compound as initiator. Reference is also made to the modification of silane monomers and silicone resins, and to polyester synthesis. In Example 9 a resin is prepared by carrying a solution of 3,4-epoxy-6-methylcyclohexylmethyl 3,4-epoxy-6-methylcyclohexanecarboxylate and a 3-chloro-1,2-epoxypropane adduct of phosphoric acid in the presence of BF3/C2H5NH2 catalyst.ALSO:The invention comprises compounds of formula <FORM:0922198/IV(a)/1> where R, R1, R2 and R3 are hydrogen or alkyl, alkenyl, haloalkenyl or haloalkyl radicals containing 1 to 8 carbon atoms between them, at least one being haloalkyl or haloalkenyl, x is a number from 1 to 8 and Y is hydrogen or <FORM:0922198/IV(a)/2> They may be prepared by reacting at least one aliphatic haloepoxide having 3 to 10 carbon atoms with a phosphoric or phosphorous acid at 0-200 DEG C. in a ratio of 2 to 24 moles of haloepoxide per mole of phosphorous acid or 3 to 24 moles of haloepoxide per mole of phosphoric acid. A solvent may be used. Suitable phosphoric and phosphorous acids include the ortho, pyro, meta and hypo forms and may be anhydrous or in aqueous solution. The products act as pesticides and as flameproofing agents and cross-linking initiators for resins and foams (see Groups IV(a) and V).ALSO:Flame proofing agents and cross-linking initiators for resins and foams comprise phosphorus-containing polyols of formula <FORM:0922198/V/1> where R, R1, R2 and R3 are hydrogen or alkyl, alkenyl, haloalkenyl or haloalkyl radicals containing 1 to 8 carbon atoms between them, at least one being halcalkyl or haloalkenyl, x is a number from 1 to 8 and Y is hydrogen or <FORM:0922198/V/2> (For preparation see Group IV(b)). Urethane foams may be prepared by reacting the polyols with isocyanates followed by simultaneous or stepwise foaming by internal development of CO2 and cross-linking of the isocyanate-modified phosphorus compound, or by means of a blowing agent. Epoxy resins and foams may be similarly prepared using the phosphorus compound as initiator. Reference is also made to the modification of silane monomers and silicone resins, and to polyester synthesis.
GB4151160A 1959-12-18 1960-12-02 Improvements in and relating to phosphorus-containing organic compounds Expired GB922198A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US86034459A 1959-12-18 1959-12-18

Publications (1)

Publication Number Publication Date
GB922198A true GB922198A (en) 1963-03-27

Family

ID=25333006

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4151160A Expired GB922198A (en) 1959-12-18 1960-12-02 Improvements in and relating to phosphorus-containing organic compounds

Country Status (4)

Country Link
CH (1) CH453320A (en)
DE (1) DE1139478B (en)
GB (1) GB922198A (en)
NL (1) NL259180A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1254150B (en) * 1964-07-31 1967-11-16 Walter Bloechl Process for the preparation of fluoroalkylphosphonic acid glycidyl esters
DE1293765B (en) * 1964-08-06 1969-04-30 Albright & Wilson Process for the production of new esters of acyldiphosphonic acid
CN106397475A (en) * 2016-08-18 2017-02-15 中国林业科学研究院林产化学工业研究所 Vegetable oil-based polyol and its preparation method and use

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2269862B1 (en) * 1974-03-08 1976-10-29 Philagro Sa

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2610978A (en) * 1949-12-02 1952-09-16 Union Carbide & Carbon Corp Production of halogen containing organic compounds of phosphorus
FR1032240A (en) * 1950-11-27 1953-06-30 Spark plug with suppressor
DE1032240B (en) * 1956-12-19 1958-06-19 Hoechst Ag Process for the preparation of organic phosphoric acid esters by reacting phosphorus oxychloride or derivatives thereof with alkylene oxides

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1254150B (en) * 1964-07-31 1967-11-16 Walter Bloechl Process for the preparation of fluoroalkylphosphonic acid glycidyl esters
DE1293765B (en) * 1964-08-06 1969-04-30 Albright & Wilson Process for the production of new esters of acyldiphosphonic acid
CN106397475A (en) * 2016-08-18 2017-02-15 中国林业科学研究院林产化学工业研究所 Vegetable oil-based polyol and its preparation method and use
CN106397475B (en) * 2016-08-18 2018-06-26 中国林业科学研究院林产化学工业研究所 A kind of vegetable oil-based polyols and its preparation method and application

Also Published As

Publication number Publication date
DE1139478B (en) 1962-11-15
CH453320A (en) 1968-06-14
NL259180A (en)

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