GB1016077A - Unsaturated polyester resins - Google Patents

Unsaturated polyester resins

Info

Publication number
GB1016077A
GB1016077A GB3399862A GB3399862A GB1016077A GB 1016077 A GB1016077 A GB 1016077A GB 3399862 A GB3399862 A GB 3399862A GB 3399862 A GB3399862 A GB 3399862A GB 1016077 A GB1016077 A GB 1016077A
Authority
GB
United Kingdom
Prior art keywords
glycol
peroxide
dicyclopentadiene
wood
unsaturated
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
GB3399862A
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.)
Akzo Nobel Paints LLC
Original Assignee
Glidden 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 Glidden Co filed Critical Glidden Co
Publication of GB1016077A publication Critical patent/GB1016077A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/66Polyesters containing oxygen in the form of ether groups
    • C08G63/668Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/676Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/52Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • C08G63/54Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/553Acids or hydroxy compounds containing cycloaliphatic rings, e.g. Diels-Alder adducts
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/06Unsaturated polyesters having carbon-to-carbon unsaturation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

Air-drying unsaturated polyesters are made by heating together (a) 1 mol. of maleic acid and/or maleic anhydride and/or fumaric acid; (b) 0.9-1.05 mols. of diethylene glycol; and (c) 0.1-0.85 mols. of dicyclopentadiene of 85-100% purity. Up to 50 mol. per cent of (a) may be replaced by a saturated dicarboxylic acid (e.g. adipic, phthalic or isophthalic) and up to 50 mol. per cent of the diethylene glycol may be replaced by another glycol containing 2-6 carbon atoms (e.g. ethylene glycol, propylene glycol or dipropylene glycol). The dicyclopentadiene may contain some methylcyclopentadiene. At the end of the esterification, an inhibitor (e.g. p-quinone) and, possibly, an inhibitor-accelerator (e.g. acetamidine hydrochloride and propylene glycol) may be added. Coating compositions are made by dissolving the polyester in a solvent and/or a copolymerizable monomer. Suitable solvents are aromatic hydrocarbons, ketones, esters and mixtures of aromatic hydrocarbons and alcohols. Suitable monomers are styrene, vinyl toluene, diallyl phthalate, diallyl isophthalate, ethylene glycol dimethacrylate, butyl methacrylate and diallyl maleate. The compositions containing monomers are catalysed by adding a peroxide (e.g. M.E.K. peroxide or benzoyl peroxide) and a cobalt salt (e.g. the octoate or naphthenate). The catalyst may be in a nitrocellulose undercoat. Example 5 discloses a paint comprising the unsaturated polyester, p-quinone, diallyl phthalate, xylene, ethylene glycol monobutyl ether, titanium dioxide, cobalt octoate and benzoyl peroxide. Example 11 disclosed a wood filler comprising the unsaturated polyester, ethylene glycol monomethyl ether acetate, silica gel aerosol, asbestine, burnt umber, bone black, Van Dyke brown, raw sienna, burnt sienna, carbon black, cobalt octoate and zirconium naphthenate. Example 12 discloses a paint comprising the unsaturated alkyd, a coconut oil modified glyceryl phthalate, xylene, ethyl alcohol, titanium dioxide, magnesium silicate, calcium carbonate, clay, silica gel aerosol, cobalt octoate, methyl ethyl ketoxime and, possibly, diallyl phthalate and M.E.K. peroxide. Coating composition may be made by dissolving a mixture of nitrocellulose and a resin derived from maleic anhydride, diethylene glycol and dicyclopentadiene in methyl ethyl ketone. Reference has been directed by the Comptroller to Specification 937,980.ALSO:Unsaturated polyester based coating compositions for application to wood, "Masonite" (Registered Trade Mark), masonry, stucco, glass, bare or phosphated steel, paper or cloth comprises a solution in an organic solvent and/or an unsaturated monomer of a polyester derived from (a) maleic or fumaric acids (with or without a saturated dicarboxylic acid), (b) diethylene glycol (with or without another glycol), and (c) dicyclopentadiene (with or without methylcyclopentadiene). The solutions may also contain the usual peroxide curing agents, cobalt accelerators, stabilizers, pigments and fillers. They may be applied to the substrate by spraying, brushing, roller coating, curtain coating or film coating. When applied to wood, they may be applied over a nitrocellulose priming coat which contains a peroxide curing agent and when applied to wood, masonry or stucco they may be applied over a polyvinyl acetate emulsion primer. Reference has been directed by the Comptroller to Specification 937,980.
GB3399862A 1961-09-11 1962-09-05 Unsaturated polyester resins Expired GB1016077A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US13707461A 1961-09-11 1961-09-11

Publications (1)

Publication Number Publication Date
GB1016077A true GB1016077A (en) 1966-01-05

Family

ID=22475720

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3399862A Expired GB1016077A (en) 1961-09-11 1962-09-05 Unsaturated polyester resins

Country Status (3)

Country Link
GB (1) GB1016077A (en)
LU (1) LU42334A1 (en)
NL (1) NL283092A (en)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4525427A (en) * 1982-09-20 1985-06-25 The Alpha Corporation Polyester primer composition and method
FR2568578A1 (en) * 1984-08-03 1986-02-07 Nippon Synthetic Chem Ind COATING AND COATING COMPOSITION BASED ON UNSATURATED POLYESTER RESIN
USD773880S1 (en) 2014-12-17 2016-12-13 Whirlpool Corporation Oven
USD777502S1 (en) 2014-12-17 2017-01-31 Whirlpool Corporation Oven
USD797819S1 (en) 2014-12-17 2017-09-19 Whirlpool Corporation Refrigerator
USD819386S1 (en) 2016-02-11 2018-06-05 Whirlpool Corporation Oven
USD827356S1 (en) 2016-02-11 2018-09-04 Whirlpool Corporation Oven
USD860551S1 (en) 2014-12-17 2019-09-17 Whirlpool Corporation Dishwasher
USD862816S1 (en) 2014-12-17 2019-10-08 Whirlpool Corporation Dishwasher
USD909811S1 (en) 2016-12-30 2021-02-09 Whirlpool Corporation Panel for an oven
USD926234S1 (en) 2018-05-24 2021-07-27 Whirlpool Corporation Kitchen appliance with two-dimensional applied surface graphic
USD983237S1 (en) 2014-12-17 2023-04-11 Whirlpool Corporation Refrigerator

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3710428A1 (en) * 1987-03-28 1988-10-06 Bayer Ag UNSATURATED POLYESTER RESINS, A METHOD FOR THE PRODUCTION THEREOF, MIXTURES CONTAINING THESE POLYESTER RESINS AND THE USE THEREOF FOR THE PRODUCTION OF COATINGS
DE19501176A1 (en) 1995-01-17 1996-07-18 Bayer Ag Mixtures containing unsaturated polyester resins and their use
DE19707492A1 (en) * 1997-02-25 1998-08-27 Beck & Co Ag Dr Process for coating moldings with polyester resin compositions or solutions

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4525427A (en) * 1982-09-20 1985-06-25 The Alpha Corporation Polyester primer composition and method
FR2568578A1 (en) * 1984-08-03 1986-02-07 Nippon Synthetic Chem Ind COATING AND COATING COMPOSITION BASED ON UNSATURATED POLYESTER RESIN
USD972239S1 (en) 2014-12-17 2022-12-06 Whirlpool Corporation Dishwasher
USD773880S1 (en) 2014-12-17 2016-12-13 Whirlpool Corporation Oven
USD797819S1 (en) 2014-12-17 2017-09-19 Whirlpool Corporation Refrigerator
USD998003S1 (en) 2014-12-17 2023-09-05 Whirlpool Corporation Refrigerator
USD983237S1 (en) 2014-12-17 2023-04-11 Whirlpool Corporation Refrigerator
USD860551S1 (en) 2014-12-17 2019-09-17 Whirlpool Corporation Dishwasher
USD862816S1 (en) 2014-12-17 2019-10-08 Whirlpool Corporation Dishwasher
USD865008S1 (en) 2014-12-17 2019-10-29 Whirlpool Corporation Refrigerator
USD892534S1 (en) 2014-12-17 2020-08-11 Whirlpool Corporation Oven
USD972240S1 (en) 2014-12-17 2022-12-06 Whirlpool Corporation Dishwasher
USD972237S1 (en) 2014-12-17 2022-12-06 Whirlpool Corporation Dishwasher
USD971532S1 (en) 2014-12-17 2022-11-29 Whirlpool Corporation Dishwasher
USD971531S1 (en) 2014-12-17 2022-11-29 Whirlpool Corporation Dishwasher
USD777502S1 (en) 2014-12-17 2017-01-31 Whirlpool Corporation Oven
USD972238S1 (en) 2014-12-17 2022-12-06 Whirlpool Corporation Dishwasher
USD827356S1 (en) 2016-02-11 2018-09-04 Whirlpool Corporation Oven
USD819386S1 (en) 2016-02-11 2018-06-05 Whirlpool Corporation Oven
USD909811S1 (en) 2016-12-30 2021-02-09 Whirlpool Corporation Panel for an oven
USD926234S1 (en) 2018-05-24 2021-07-27 Whirlpool Corporation Kitchen appliance with two-dimensional applied surface graphic
USD1016866S1 (en) 2018-05-24 2024-03-05 Whirlpool Corporation Kitchen appliance with two-dimensional applied surface graphic

Also Published As

Publication number Publication date
LU42334A1 (en) 1962-11-12
NL283092A (en)

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