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GB1020614A - Improvements in or relating to ultra-violet light stabilized organic compositions - Google Patents

Improvements in or relating to ultra-violet light stabilized organic compositions

Info

Publication number
GB1020614A
GB1020614A GB2957162A GB2957162A GB1020614A GB 1020614 A GB1020614 A GB 1020614A GB 2957162 A GB2957162 A GB 2957162A GB 2957162 A GB2957162 A GB 2957162A GB 1020614 A GB1020614 A GB 1020614A
Authority
GB
United Kingdom
Prior art keywords
formula
compound
ethylene
compounds
ultra
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
GB2957162A
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.)
GAF Chemicals Corp
Original Assignee
General Aniline and Film 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 General Aniline and Film Corp filed Critical General Aniline and Film Corp
Publication of GB1020614A publication Critical patent/GB1020614A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/29Compounds containing one or more carbon-to-nitrogen double bonds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/315Compounds containing carbon-to-nitrogen triple bonds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/20Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and oxygen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Dermatology (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Treatment And Processing Of Natural Fur Or Leather (AREA)
  • Paints Or Removers (AREA)

Abstract

A furniture polish comprising carnauba wax, turpentine, soap and water, contains as ultra-violet stabilizer alpha-ethyl-4-hydroxybenzylidene malononitrile (Example 10).ALSO:In protecting leather against ultraviolet light the leather is sprayed with an aqueous methyl/butyl acrylate polymer emulsion containing alpha - methyl - 4 - hydroxybenzylidenemalononitrile, pressed and dried.ALSO:Polymeric materials are stabilized against ultra-violet light by 0.1-10 wt. per cent (based on the composition) of a compound of formula <FORM:1020614/C3/1> wherein R1 is hydroxy, alkoxy, aralkoxy or optionally substituted phenyl or phenoxy, R2 is C1- 30 alkyl or alkenyl, X1 is a non-auxochromic substituent (bathochromism below 250 <\>rA) and n is 0-4. In examples, the compound (R1= p-OH, R2=CH3, n=O) is used to stabilize nitrocellulose (1), cellulose acetate (2), a methyl/butyl acrylate emulsion polymer (11), an acrylonitrile-butadiene latex (12, foamed P.V.C. are formed polyurethanes are also mentioned); its o-OH analogue to stabilize a styrene-glyceryl phthalate maleate resin (3); its p-n-dodecyloxy analogue to stabilize a polyethylene (9), while other compounds are also specified for the same applications. Other materials mentioned are regenerated cellulose, epoxys and melamines. Compounds of the above formula having at least one reactive H atom may be reacted with up to 100 moles of e.g. ethylene, propylene, butylene, butylenedi, cyclohexene, butadiene, isobutylene or styrene oxides, glycidol, epichlorohydrin or mixtures thereof. In Examples 17-19, a compound of formula <FORM:1020614/C3/2> and analogous reaction products of substituted benzylidenemalononitriles with various amounts of ethylene and/or propylene oxide, are prepared.ALSO:Compounds of formula <FORM:1020614/C2/1> wherein R1 is hydroxy, alkoxy, aralkoxy or optionally substituted phenyl or phenoxy, R2 is C1-30 alkyl or alkenyl, X1 is a non-autochromic substituent (bathochromium below 250 <\>rA) and n is 0-4, are prepared by reacting with malonitrile the corresponding ring-substituted phenyl alkyl (or alkenyl) ketone; a large number of ketones are specified. An alternative method is to employ cyanacetamide in place of malononitrile and to dehydrate the product with POCl3. Compounds containing at least one reactive hydrogen atom may be polyoxalkylated, e.g. the following is produced from the amide precursor with ethylene oxide. <FORM:1020614/C2/2>ALSO:A compound of formula <FORM:1020614/B1-B2/1> and analogous reaction products of substituted benzylidenemalononitriles with various amounts of ethylene and/or propylene oxide are stated to produce stable oil-in-water emulsions (e.g. 1 : 1 mineral oil-water) (see Example 17).
GB2957162A 1961-08-02 1962-08-01 Improvements in or relating to ultra-violet light stabilized organic compositions Expired GB1020614A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US12867061A 1961-08-02 1961-08-02
US13857561A 1961-09-18 1961-09-18
US20549162A 1962-06-27 1962-06-27

Publications (1)

Publication Number Publication Date
GB1020614A true GB1020614A (en) 1966-02-23

Family

ID=27383764

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2957162A Expired GB1020614A (en) 1961-08-02 1962-08-01 Improvements in or relating to ultra-violet light stabilized organic compositions

Country Status (1)

Country Link
GB (1) GB1020614A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0005182A1 (en) * 1978-04-18 1979-11-14 Bayer Ag Composition against the action of light

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0005182A1 (en) * 1978-04-18 1979-11-14 Bayer Ag Composition against the action of light

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