GB1360688A - System hardenable by ionizing radiation - Google Patents
System hardenable by ionizing radiationInfo
- Publication number
- GB1360688A GB1360688A GB5171171A GB5171171A GB1360688A GB 1360688 A GB1360688 A GB 1360688A GB 5171171 A GB5171171 A GB 5171171A GB 5171171 A GB5171171 A GB 5171171A GB 1360688 A GB1360688 A GB 1360688A
- Authority
- GB
- United Kingdom
- Prior art keywords
- monoester
- polyester
- acid
- phthalic
- ethylene glycol
- 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
Links
- 230000005865 ionizing radiation Effects 0.000 title abstract 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 4
- 229920000728 polyester Polymers 0.000 abstract 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 3
- 239000011976 maleic acid Substances 0.000 abstract 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 abstract 2
- XBSXOHLQFBHTPM-UHFFFAOYSA-N 1-ethenylsulfanylethanol Chemical compound CC(O)SC=C XBSXOHLQFBHTPM-UHFFFAOYSA-N 0.000 abstract 2
- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 abstract 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 abstract 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 abstract 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 239000011230 binding agent Substances 0.000 abstract 2
- 238000000576 coating method Methods 0.000 abstract 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 abstract 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 2
- 239000000758 substrate Substances 0.000 abstract 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 abstract 2
- OLQFXOWPTQTLDP-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCO OLQFXOWPTQTLDP-UHFFFAOYSA-N 0.000 abstract 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 abstract 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 abstract 1
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 abstract 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract 1
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 abstract 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 abstract 1
- 239000001530 fumaric acid Substances 0.000 abstract 1
- FLBJFXNAEMSXGL-UHFFFAOYSA-N het anhydride Chemical compound O=C1OC(=O)C2C1C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl FLBJFXNAEMSXGL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- -1 p-phthalic acid ester Chemical class 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 239000001384 succinic acid Substances 0.000 abstract 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
- B05D3/068—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation using ionising radiations (gamma, X, electrons)
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
-
- 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
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/20—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds unconjugated
Abstract
1360688 Curing coatings by ionizing radiation BADISCHE ANILIN- & SODA-FABRIK AG 8 Nov 1971 [6 Nov 1970] 51711/71 Heading C3P A coating is produced on a substrate by first applying to the substrate to be coated a composition which contains a mixture of olefinically unsaturated organic compounds as components forming a binder and then curing with ionizing radiation, the components forming the binder consisting of a mixture of: (A) from 50 to 98% by weight of at least one at least twice olefinically unsaturated copolymerizable substance with a boiling point of more than 100‹ C.; (B) from 50 to 2% by weight of at least one compound of the formula in which the radicals X and Y are organic radicals, at least one of which contains a copolymerizable C-C double bond and from 2 to twenty carbon atoms; and (C) from 0 to 30% by weight of at least one other monoolefinically unsaturated compound which is not identical with the compounds specified under (B); the sum of the percentages given under (A), (B) and (C) being equal to 100. In the examples compositions containing a polyester of fumaric acid and diethylene glycol, maleic acid monoester of 1,4-butanediol monoacrylate, o-phthalic monoester of ethylene glycol monomethacrylate, styrene, a polyester of maleic acid, o-phthalic acid and propylene glycol-1,2, tetrahydrophthalic acid monoester of vinylthioethanol, the adduct of bicyclo-octenetetracarboxylic dianhydride and ethylene glycol monomethacrylate, p-phthalic acid ester of vinylthioethanol, tetrahydrophthalic monoester of butanediol-1,4- monoacrylate, a polyester of maleic anhydride, phthalic anhydride and propylene glycol-1,2, a polyester of maleic anhydride, hexachloroendomethylene tetrahydrophthalic anhydride, ethylene glycol, diethylene glycol and propylene glycol, maleic acid monoester of triethylene glycol diacrylate, hydroquinone, ethylene glycol dimethacrylate, 1,4-butanediol diacrylate, divinylbenzene, the monoester of succinic acid with diethylene glycol monomethacrylate and butyl methacrylate are applied to sheet metal and sheet iron and cured using electrons.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702054662 DE2054662C3 (en) | 1970-11-06 | 1970-11-06 | System hardenable by ionizing radiation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1360688A true GB1360688A (en) | 1974-07-17 |
Family
ID=5787357
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5171171A Expired GB1360688A (en) | 1970-11-06 | 1971-11-08 | System hardenable by ionizing radiation |
Country Status (6)
| Country | Link |
|---|---|
| DE (1) | DE2054662C3 (en) |
| FR (1) | FR2113610A5 (en) |
| GB (1) | GB1360688A (en) |
| IT (1) | IT961078B (en) |
| NL (1) | NL7115210A (en) |
| SE (1) | SE368179B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0636669A2 (en) * | 1993-07-30 | 1995-02-01 | Dsm N.V. | Radiation curable binder composition for powder paint formulations |
| WO2006007591A1 (en) * | 2004-07-01 | 2006-01-19 | Cargill, Incorporated | Carboxylic acid compounds and polyester oligomers and polymers made therefrom |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3010821A1 (en) * | 1980-03-21 | 1981-10-01 | Polymer-Physik GmbH & Co KG, 2844 Lemförde | METHOD AND DEVICE FOR CROSSLINKING VARNISH-BASED PAINTS APPLIED ON CARRIER MATERIALS |
| US4600649A (en) * | 1984-10-22 | 1986-07-15 | Desoto, Inc. | Abrasion-resistant ultraviolet-curable coatings |
| DE4330955A1 (en) * | 1993-09-09 | 1995-03-16 | Reetz Teja Prof Dr Rer Nat Hab | Refractory material for the thermal insulation of high-temperature furnaces having a non-oxidising heat-treatment atmosphere |
| WO1997044399A1 (en) * | 1996-05-17 | 1997-11-27 | Dsm N.V. | Radiation curable binder composition |
-
1970
- 1970-11-06 DE DE19702054662 patent/DE2054662C3/en not_active Expired
-
1971
- 1971-11-03 SE SE1403671A patent/SE368179B/xx unknown
- 1971-11-04 NL NL7115210A patent/NL7115210A/xx unknown
- 1971-11-05 IT IT5388971A patent/IT961078B/en active
- 1971-11-05 FR FR7139736A patent/FR2113610A5/fr not_active Expired
- 1971-11-08 GB GB5171171A patent/GB1360688A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0636669A2 (en) * | 1993-07-30 | 1995-02-01 | Dsm N.V. | Radiation curable binder composition for powder paint formulations |
| EP0636669B1 (en) * | 1993-07-30 | 1999-04-14 | Dsm N.V. | Radiation curable binder composition for powder paint formulations |
| WO2006007591A1 (en) * | 2004-07-01 | 2006-01-19 | Cargill, Incorporated | Carboxylic acid compounds and polyester oligomers and polymers made therefrom |
| US7687549B2 (en) | 2004-07-01 | 2010-03-30 | Cargill, Incorporated | Carboxylic acid compounds and polyester oligomers and polymers made therefrom |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7115210A (en) | 1972-05-09 |
| DE2054662A1 (en) | 1972-05-25 |
| DE2054662B2 (en) | 1980-01-24 |
| DE2054662C3 (en) | 1980-09-25 |
| FR2113610A5 (en) | 1972-06-23 |
| IT961078B (en) | 1973-12-10 |
| SE368179B (en) | 1974-06-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2145935C3 (en) | ||
| US3754972A (en) | Phosphate esters and their use as adhesive promoters | |
| GB1360688A (en) | System hardenable by ionizing radiation | |
| ES398231A1 (en) | Coating composition | |
| US3874906A (en) | Process for applying polyester-acrylate containing ionizing irradiation curable coatings | |
| GB1382997A (en) | Electrodeposition baths and electrodeposition processes employing them | |
| GB1016077A (en) | Unsaturated polyester resins | |
| GB1389872A (en) | Production of self-adhesive coatings on flat substrates | |
| GB1478141A (en) | Liquid unsaturated resin compositions | |
| GB1305208A (en) | ||
| JPS5740745A (en) | Magnetic recording medium | |
| GB1396608A (en) | Ionizing radiation-curing method of unsaturated polyesters | |
| GB1491994A (en) | Unsaturated polyester resins which have radicals of monohydric alcohols as terminal groups | |
| GB1186696A (en) | Improvements in Coating Compositions | |
| DE2454325A1 (en) | ADDITIONAL ACCELERATOR CONTAINING UNSATURATED POLYESTER RESINS | |
| GB996745A (en) | Self-copolymerizable resinous compositions | |
| GB1442790A (en) | Coating composition | |
| DE2411637B2 (en) | Electron beam curable coating compounds suitable for coating wood and wood-like materials | |
| GB1295043A (en) | ||
| GB1403681A (en) | Coating compositions | |
| DE2145767A1 (en) | New preparation of acrylic monomers and polyester | |
| GB1382156A (en) | Unsaturated polyester resin | |
| CH443672A (en) | Mixture of unsaturated polyesters with other copolymerizable, at least mono-olefinically unsaturated compounds | |
| GB848826A (en) | Polyester compositions | |
| JPS63199718A (en) | Curable resin composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |