GB1495004A - Uv-curable resinous compounds and compositions - Google Patents

Uv-curable resinous compounds and compositions

Info

Publication number
GB1495004A
GB1495004A GB39019/74A GB3901974A GB1495004A GB 1495004 A GB1495004 A GB 1495004A GB 39019/74 A GB39019/74 A GB 39019/74A GB 3901974 A GB3901974 A GB 3901974A GB 1495004 A GB1495004 A GB 1495004A
Authority
GB
United Kingdom
Prior art keywords
iii
moles
resinous
polyhydroxy compound
diisocyanate
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
GB39019/74A
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Priority to GB39019/74A priority Critical patent/GB1495004A/en
Priority to CA232,943A priority patent/CA1064190A/en
Priority to BE1006853A priority patent/BE832881A/en
Priority to JP50106583A priority patent/JPS5152495A/en
Priority to AT685375A priority patent/AT343914B/en
Priority to IT26920/75A priority patent/IT1042302B/en
Priority to ES440712A priority patent/ES440712A1/en
Priority to DE19752539448 priority patent/DE2539448A1/en
Priority to FR7527133A priority patent/FR2283908A1/en
Priority to NL7510431A priority patent/NL7510431A/en
Priority to AU84571/75A priority patent/AU485438B2/en
Priority to SE7509857A priority patent/SE7509857L/en
Priority to ZA00755665A priority patent/ZA755665B/en
Publication of GB1495004A publication Critical patent/GB1495004A/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
    • C08G18/81—Unsaturated isocyanates or isothiocyanates
    • C08G18/8141—Unsaturated isocyanates or isothiocyanates masked
    • C08G18/815—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen
    • C08G18/8158—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen
    • C08G18/8175—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen with esters of acrylic or alkylacrylic acid having only one group containing active hydrogen
    • 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
    • C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
    • C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
    • C08F299/06—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyurethanes
    • 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
    • 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
    • C08G18/671—Unsaturated compounds having only one group containing active hydrogen
    • C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
    • C08G18/6725—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen containing ester groups other than acrylate or alkylacrylate ester groups
    • 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
    • C08G18/81—Unsaturated isocyanates or isothiocyanates

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

1495004 U.V.-curable resinous compounds SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ BV 4 Sept 1975 [6 Sept 1974] 39019/74 Headings C3R C3B and C3P A U.V.-curable ethylenically unsaturated resinous compound comprises the reaction product of (I) one mole of a polyhydroxy compound having m hydroxy groups per molecule, wherein m has a value of at least 2, (II) n moles of a diisocyanate, (III) 1 to n moles of an adduct of equivalent amounts of acrylic acid and a glycidyl ester of saturated aliphatic monocarboxylic acids in which acids the carboxyl groups is attached to a tertiaty or quaternary carbon atom and which acids have 9 to 11 carbon atoms per molecule, and (IV) (n-1) to 0 moles of a hydroxyalkyl acrylate, the total number of moles of components (III) and (IV) being at least n, n being smaller than or equal to m and the value of n being at least 2. It is preferred to react diisocyanate (II) first with componennts (III) and (IV) and then to react the product in a second stage with polyhydroxy compound (I). Alternatively polyhydroxy compound (I) may be reacted with diisocyanate (II) and the product reacted in a second stage with components (III) and (IV). Polyhydroxy compound (I) preferably contains 3 to 6 OH groups and may be trimethylolpropane, sorbitolÀ a reaction product of a polyhydric alcohol with ethylene oxide or propylene oxide or a diglycidyl ether containing hydroxyl groups. The monocarboxylic acids from which the glycidyl ester used in the production of component (III) is made are suitably obtained by reaction of formic acid or carbon monoxide and water with olefins. Component (IV) may be hydroxyethyl- or hydroxypropyl-acrylate. Ethylenically unsaturated compounds, e.g. styrene vinyl acetate 2-ethyl hexyl acrylate and/or a vinyl ester of a C 10 carboxylic acid, used as diluents may be added, either during or after the preparation of the resinous compounds. Photo-initiators for U.V. cure may be added to the resinous compound. Compositions containing the resinous compounds, photo-initiators and optionally diluents may be used to coat a variety of substrates and also as printing inks for paper and plastic sheet.
GB39019/74A 1974-09-06 1974-09-06 Uv-curable resinous compounds and compositions Expired GB1495004A (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
GB39019/74A GB1495004A (en) 1974-09-06 1974-09-06 Uv-curable resinous compounds and compositions
CA232,943A CA1064190A (en) 1974-09-06 1975-08-06 U.v.-curable resinous compounds and compositions
BE1006853A BE832881A (en) 1974-09-06 1975-08-29 ULTRAVIOLET RADIATION HARDABLE RESIN CONNECTIONS AND COMPOSITIONS
JP50106583A JPS5152495A (en) 1974-09-06 1975-09-04 Uvv kokaseijushijokagobutsuoyobisoseibutsu
AT685375A AT343914B (en) 1974-09-06 1975-09-04 METHOD FOR PRODUCING NEW RESINABLE COMPOUNDS THAT ARE HARDENED BY UV RADIATION, AND PLASTIC MATERIALS CONTAINING THESE COMPOUNDS
IT26920/75A IT1042302B (en) 1974-09-06 1975-09-04 RESIN COMPOUNDS AND HARDENABLE COMPOSITIONS WITH RADIATIONU.V.
ES440712A ES440712A1 (en) 1974-09-06 1975-09-04 Uv-curable resinous compounds and compositions
DE19752539448 DE2539448A1 (en) 1974-09-06 1975-09-04 RESIN COMPOUNDS CURABLE BY UV RADIATION, PROCESS FOR THEIR PRODUCTION AND USE IN PLASTIC RESIN COMPOSITIONS
FR7527133A FR2283908A1 (en) 1974-09-06 1975-09-04 ETHYLENICALLY UNSATURATED RESINOUS COMPOUNDS AND ULTRAVIOLET CURING COMPOSITIONS
NL7510431A NL7510431A (en) 1974-09-06 1975-09-04 ULTRAVIOLET RADIATION HARDABLE RESIN CONNECTIONS AND COMPOSITIONS.
AU84571/75A AU485438B2 (en) 1974-09-06 1975-09-04 U. v. curable resinous compounds and compositions
SE7509857A SE7509857L (en) 1974-09-06 1975-09-04 THROUGH ULTRAVIOLET RADIATION CURTAINLY HEARTABLE ASSOCIATIONS AND COMPOSITIONS
ZA00755665A ZA755665B (en) 1974-09-06 1975-09-04 U.v.-curable resinous compounds and compositions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB39019/74A GB1495004A (en) 1974-09-06 1974-09-06 Uv-curable resinous compounds and compositions

Publications (1)

Publication Number Publication Date
GB1495004A true GB1495004A (en) 1977-12-14

Family

ID=10407109

Family Applications (1)

Application Number Title Priority Date Filing Date
GB39019/74A Expired GB1495004A (en) 1974-09-06 1974-09-06 Uv-curable resinous compounds and compositions

Country Status (12)

Country Link
JP (1) JPS5152495A (en)
AT (1) AT343914B (en)
BE (1) BE832881A (en)
CA (1) CA1064190A (en)
DE (1) DE2539448A1 (en)
ES (1) ES440712A1 (en)
FR (1) FR2283908A1 (en)
GB (1) GB1495004A (en)
IT (1) IT1042302B (en)
NL (1) NL7510431A (en)
SE (1) SE7509857L (en)
ZA (1) ZA755665B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0000890A2 (en) * 1977-08-19 1979-03-07 Bayer Ag Radiation curable urethane-acrylate binders
EP0021824A1 (en) * 1979-06-26 1981-01-07 Union Carbide Corporation Process for production of acrylated urethanes and urethanes produced thereby

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2905205A1 (en) * 1979-02-12 1980-08-14 Huels Chemische Werke Ag METHOD FOR PRODUCING STORAGE-STABLE URETHANE ACRYLIC
CS223409B1 (en) * 1981-04-17 1983-10-28 Slavko Hudecek Grafted copolymeres and method of preparation of the same

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0000890A2 (en) * 1977-08-19 1979-03-07 Bayer Ag Radiation curable urethane-acrylate binders
EP0000890A3 (en) * 1977-08-19 1979-05-16 Bayer Aktiengesellschaft Radiation-curable binders
EP0021824A1 (en) * 1979-06-26 1981-01-07 Union Carbide Corporation Process for production of acrylated urethanes and urethanes produced thereby

Also Published As

Publication number Publication date
ZA755665B (en) 1976-08-25
NL7510431A (en) 1976-03-09
AT343914B (en) 1978-06-26
AU8457175A (en) 1977-03-10
SE7509857L (en) 1976-03-08
FR2283908A1 (en) 1976-04-02
ES440712A1 (en) 1977-07-01
IT1042302B (en) 1980-01-30
DE2539448A1 (en) 1976-03-18
CA1064190A (en) 1979-10-09
JPS5152495A (en) 1976-05-10
FR2283908B1 (en) 1978-04-07
BE832881A (en) 1976-03-01
ATA685375A (en) 1977-10-15

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee