GB894154A - Ortho-hydroxybenzophenones with unsaturated ether substituents - Google Patents

Ortho-hydroxybenzophenones with unsaturated ether substituents

Info

Publication number
GB894154A
GB894154A GB1200/59A GB120059A GB894154A GB 894154 A GB894154 A GB 894154A GB 1200/59 A GB1200/59 A GB 1200/59A GB 120059 A GB120059 A GB 120059A GB 894154 A GB894154 A GB 894154A
Authority
GB
United Kingdom
Prior art keywords
compounds
alkenyloxy
give
benzophenone
alkyl
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
GB1200/59A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid 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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB894154A publication Critical patent/GB894154A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/13—Phenols; Phenolates
    • C08K5/132—Phenols containing keto groups, e.g. benzophenones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
    • C08F16/12—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Compounds of the general formula <FORM:0894154/IV (a)/1> in which R is an acrylic organic radical of less than 7 carbon atoms containing at least one carbon to carbon double bond and R1 is chlorine, bromine, alkyl, OR, alkoxy, alkenyloxy, alkadienzyloxy or alkenyloxyalkoxy may be incorporated in resins and plastics to give protection against ultraviolet light. The compounds may be copolymerized with ethylenic monomers such as styrenes, acrylic compounds and vinyl compounds or may be included with unsaturated modifiers of polyester resins such as those obtained from dicarboxylic acids, at least 20% of which are unsaturated, and polyols. The unsaturated modifiers mentioned are styrenes and alkyl esters. Examples describe the incorporation of 2, 21-dihydroxy-4, 41-diallyloxy benzophenone into a polyvinyl chloride composition containing decrotyl phthalate, Ba-Cd laurate and a trianryl phosphite and the copolymerization of styrene with 2,21-dihydroxy-4,41-diallyloxy-, dimethallyloxy and dicrotoxy-benzophenone in the presence of benzoyl peroxide.ALSO:The invention comprises compounds of the general formula <FORM:0894154/IV (b)/1> in which R is an acyclic radical of less than 7 carbon atoms containing at least one carbon to carbon double bond and R1 is chlorine, bromine, alkyl, OR, alkoxy, alkenyloxy, alkadienyloxy or alkenyloxyalkoxy. The compounds may be prepared by reacting a 2,21,4-trihydroxy-41-substituted benzophenone or a 2,21,4,41-tetrahydroxy benzophenone with an alkenyl halide to etherify the para hydroxy groups or with a chlorohydrin and then with an alkenyl halide to give an alkenyloxy-alkoxy substituent, or with an acetylene or an alkenylacetylene to give an alkenyloxy or alkadienyloxy substituent. p-Hydroxyalkyl - o - hydroxy-benzophenones may be reacted with acetylenes to give the corresponding p-alkenyloxyalkoxy compounds and haloalkoxybenzophenones may be dehydrohalogenated to give alkenyloxy benzophenones. Examples describe the preparation of compounds in which R is alkyl, methallyl, crotyl and allyloxyethyl, and R1 is allyloxy, methallyloxy, crotyloxy, allyloxy-ethoxy, methoxy, ethoxy, lauroxy, vinoxy, methyl, butyl, chloro and bromo.
GB1200/59A 1958-01-20 1959-01-13 Ortho-hydroxybenzophenones with unsaturated ether substituents Expired GB894154A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US894154XA 1958-01-20 1958-01-20

Publications (1)

Publication Number Publication Date
GB894154A true GB894154A (en) 1962-04-18

Family

ID=22217507

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1200/59A Expired GB894154A (en) 1958-01-20 1959-01-13 Ortho-hydroxybenzophenones with unsaturated ether substituents

Country Status (2)

Country Link
FR (1) FR1221008A (en)
GB (1) GB894154A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX169697B (en) * 1987-12-28 1993-07-19 Ppg Industries Inc IMPROVEMENTS TO RADIATION-FRAGABLE COMPOSITIONS BASED ON UNSATURATED POLYESTERS AND COMPOUNDS HAVING AT LEAST TWO GROUPS OF VINYL ETER

Also Published As

Publication number Publication date
FR1221008A (en) 1960-05-30

Similar Documents

Publication Publication Date Title
US3207731A (en) Self-extinguishing alkenyl aromatic polymeric compositions containing polybromophenyl acrylates and dibromocyclopropyl styrenes
US3112338A (en) Esters of hydroxybenzoic acids
US3493539A (en) Ethylenically unsaturated derivatives of 2-(2-hydroxyphenyl) benzotriazole and polymers therefrom
US2962533A (en) Ortho-hydroxybenzophenones with unsaturated ether substituents
GB1046058A (en) Electrophotographic materials
GB1146290A (en) Anaerobic curable compositions
US5519078A (en) Fluorine-containing benzophenone derivatives and use thereof
US3503945A (en) Fluoroethylene compounds
US3743686A (en) Unsaturated polyester resins which cure in the presence of water and which contain at least one dehydro monomer
GB894154A (en) Ortho-hydroxybenzophenones with unsaturated ether substituents
US3044999A (en) (2, 2-dihalocyclopropyl) styrenes
D'alelio et al. Preparation and polymerization of some vinyl monomers containing the 2‐oxo‐1, 3‐dioxolane group
US2337681A (en) Copolymer
GB952490A (en) Hydrocarbontin salts of p-vinylbenzoic acid
US3391130A (en) Vinyl-tris-(chloromethyl)-acetate and homopolymer
GB2018750A (en) Methyltetrahalobenzylacrylates and methacrylates, and polymers and plastics compositions based thereon
GB1006884A (en) Improvements in or relating to azobenzene containing monomers for use in the preparation of copolymers
US3219640A (en) Flame-resistant polymer compositions
US3220988A (en) Polyhalogen containing bicyclic compounds and polymers thereof
US3763127A (en) Halogen containing esters of vinyl arlene acetic acid and polymers thereof
US3649668A (en) Halogen containing esters of vinyl arylene acetic acid
US3225002A (en) Diesters of terminally unsaturated monocarboxylic acids and halophenoxymethyl, alkane diols
US3359305A (en) Preparation of sulfo esters of alpha-methylene carboxylic acids
US2448958A (en) Diketo acrylates
GB894068A (en) Improvements in or relating to color photography