RU2015122797A - Полиуретаны, их дисперсии, их получение и применение - Google Patents
Полиуретаны, их дисперсии, их получение и применение Download PDFInfo
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- RU2015122797A RU2015122797A RU2015122797A RU2015122797A RU2015122797A RU 2015122797 A RU2015122797 A RU 2015122797A RU 2015122797 A RU2015122797 A RU 2015122797A RU 2015122797 A RU2015122797 A RU 2015122797A RU 2015122797 A RU2015122797 A RU 2015122797A
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- 239000004814 polyurethane Substances 0.000 title claims 11
- 229920002635 polyurethane Polymers 0.000 title claims 11
- 239000006185 dispersion Substances 0.000 title claims 10
- 238000007639 printing Methods 0.000 claims 12
- 238000000034 method Methods 0.000 claims 8
- 239000000976 ink Substances 0.000 claims 7
- 239000002253 acid Substances 0.000 claims 4
- 229920001228 polyisocyanate Polymers 0.000 claims 4
- 239000005056 polyisocyanate Substances 0.000 claims 4
- 239000000758 substrate Substances 0.000 claims 4
- 150000007513 acids Chemical class 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 230000005855 radiation Effects 0.000 claims 3
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 150000002009 diols Chemical class 0.000 claims 2
- 238000007646 gravure printing Methods 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 238000007641 inkjet printing Methods 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 229920000515 polycarbonate Polymers 0.000 claims 2
- 239000004417 polycarbonate Substances 0.000 claims 2
- -1 polyethylene Polymers 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000004698 Polyethylene Substances 0.000 claims 1
- 239000004743 Polypropylene Substances 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 235000015165 citric acid Nutrition 0.000 claims 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid group Chemical class C(CC(O)(C(=O)O)CC(=O)O)(=O)O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 229920000728 polyester Polymers 0.000 claims 1
- 229920000573 polyethylene Polymers 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 229920001155 polypropylene Polymers 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 150000003512 tertiary amines Chemical class 0.000 claims 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 claims 1
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- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
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- B05D1/02—Processes for applying liquids or other fluent materials performed by spraying
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- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/28—Processes for applying liquids or other fluent materials performed by transfer from the surfaces of elements carrying the liquid or other fluent material, e.g. brushes, pads, rollers
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- 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)
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- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
- C08G18/0823—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
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- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
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- C08G18/08—Processes
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
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- C08G18/30—Low-molecular-weight compounds
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- C08G18/3206—Polyhydroxy compounds aliphatic
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- C08G18/30—Low-molecular-weight compounds
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
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- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/44—Polycarbonates
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- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6625—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/34
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- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- 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
- C08G18/673—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen containing two or more acrylate or alkylacrylate ester groups
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- 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
- C08G18/6795—Unsaturated polyethers
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- 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
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
- C08G18/725—Combination of polyisocyanates of C08G18/78 with other polyisocyanates
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- 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
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
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- 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
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/7806—Nitrogen containing -N-C=0 groups
- C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
- C08G18/7837—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups containing allophanate groups
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- 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
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
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- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
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- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
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Claims (32)
1. Полиуретан (А), получаемый реакцией
(a) от 15% до 70 мас.% ди- или полиизоцианата, содержащего в среднем от 1 до 10 аллофанатных групп и в среднем от 1 до 10 двойных связей С-С на молекулу, и необязательно
(b) от 0% до 60 мас.% дополнительного ди- или полиизоцианата с
(c) от 5% до 50 мас.% соединений, имеющих по меньшей мере одну реакционноспособную относительно изоцианата группу, содержащую по меньшей мере один поликарбонатдиол с молекулярной массой от 500 до 3000 г/моль,
причем массовые процентные концентрации представлены на основе всего полиуретана (А) при условии, что общее количество составляет 100%.
2. Полиуретан по п. 1, причем указанный ди- или полиизоцианат (а) получают реакцией по меньшей мере одного ди- или полиизоцианата (a1) с по меньшей мере одним соединением общей формулы I
где
R1 и R2 одинаковые или различные и независимо выбираются из водорода и С1-С10-алкила,
X1 выбирается из кислорода и N-R3,
А1 выбирается из С1-С20-алкилена, который незамещен или однократно или многократно замещен С1-С4-алкилом, фенилом или О-С1-С4алкилом и в котором одна или несколько несмежных СН2-групп могут быть замещены на кислород;
X2 выбирается из гидроксила и NH-R3,
R3 в каждом случае одинаковый или различный и выбирается из водорода, C1-С10-алкила и фенила.
3. Полиуретан по п. 1 или 2, причем поликарбонатдиолы (с) удовлетворяют формуле (II)
где
R5 представляет собой двухвалентный алифатический или циклоалифатический, предпочтительно алифатический, радикал, содержащий от 2 до 20 атомов углерода, и
х представляет собой целое положительное число от 2 до 20.
4. Полиуретан по п. 1 или 2, причем по меньшей мере одно соединение, имеющее по меньшей мере две реакционноспособные относительно изоцианата группы (с), выбирается из 1,1,1-триметилол-C1-C4-алкилкарбоновых кислот, лимонной кислоты, 2,2-диметилол-C1-C4-алкилкарбоновых кислот, 2,2-диметилол-C1-C4-алкилсульфоновых кислот, поли-С2-С3-алкиленгликолей, имеющих в среднем от 3 до 300 С2-С3-алкиленоксидных звеньев на молекулу.
5. Полиуретан по п. 4, причем кислотные группы в полиуретане (А), по меньшей мере, частично нейтрализованы по меньшей мере одним третичным амином, несущим по меньшей мере одну гидроксигруппу, или гидроксидом щелочного металла.
6. Водные дисперсии, содержащие пигмент (В), полиуретан (А) по любому одному из пп. 1-5 и дополнительно содержащие по меньшей мере один ингибитор полимеризации (С).
7. Водные дисперсии по п. 6, которые дополнительно содержат по меньшей мере одну смолу (D), выбранную из группы, состоящей из сополимеров стирола-акрилата и полиуретанов.
8. Водные дисперсии по п. 6, причем указанная водная дисперсия содержит по меньшей мере один фотоинициатор (Е).
9. Водные дисперсии по п. 6, причем водная дисперсия отверждается электронным излучением в отсутствие фотоинициатора (Е).
10. Краска для флексографической или глубокой печати, содержащая по меньшей мере один полиуретан (А) по любому одному из пп. 1-5 или по меньшей мере одну водную дисперсию по любому одному из пп. 6-9.
11. Применение водных дисперсий по любому одному из пп. 6-9 в печатном процессе, выбранном из группы, состоящей из струйной печати, флексографической печати и глубокой печати.
12. Способ печати на подложке, который включает печать на подложке при помощи печатной краски, содержащей по меньшей мере одну водную дисперсию по любому одному из пп. 6-9, применяя печатный процесс, выбранный из группы, состоящей из струйной печати, флексографической печати и глубокой печати.
13. Способ по п. 12, причем подложка выбирается из группы, состоящей из бумаги, картона, плотной бумаги, листов или пленок из сложных полиэфиров, листов или пленок из полиэтилена и листов или пленок из полипропилена, стекла.
14. Способ по п. 12, причем печатную краску, отпечатанную на подложке, по меньшей мере, частично сушат перед ее отверждением на конечной стадии.
15. Способ по п. 14, причем после, по меньшей мере, частичной сушки другую печатную краску печатают на, по меньшей мере, частично высушенной краске.
16. Способ по любому одному из пп. 12-15, причем отверждение печатных красок, которые не содержат фотоинициатор, проводят посредством электронного излучения в подходящих устройствах электронной вспышки, применяя энергию от 50 до 300 кэВ.
17. Способ по любому одному из пп. 12-15, причем отверждение печатных красок, которые содержат по меньшей мере один фотоинициатор, проводят посредством актиничного излучения, характеризующегося диапазоном длин волн от 200 нм до 700 нм.
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JP2016505648A (ja) | 2016-02-25 |
US10683426B2 (en) | 2020-06-16 |
US20150247043A1 (en) | 2015-09-03 |
KR20150085044A (ko) | 2015-07-22 |
WO2014076073A1 (en) | 2014-05-22 |
PL2920222T3 (pl) | 2017-09-29 |
RU2652782C2 (ru) | 2018-05-03 |
DK2920222T3 (en) | 2017-06-19 |
JP6284539B2 (ja) | 2018-02-28 |
CN104822724A (zh) | 2015-08-05 |
EP2920222A1 (en) | 2015-09-23 |
CN104822724B (zh) | 2017-06-09 |
LT2920222T (lt) | 2017-06-12 |
BR112015011022A2 (pt) | 2017-07-11 |
EP2920222B1 (en) | 2017-03-15 |
CA2890599A1 (en) | 2014-05-22 |
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