CN114040934A - 具有延长的适用期的用于生产聚异氰脲酸酯基塑料的可聚合组合物 - Google Patents
具有延长的适用期的用于生产聚异氰脲酸酯基塑料的可聚合组合物 Download PDFInfo
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- CN114040934A CN114040934A CN202080049720.0A CN202080049720A CN114040934A CN 114040934 A CN114040934 A CN 114040934A CN 202080049720 A CN202080049720 A CN 202080049720A CN 114040934 A CN114040934 A CN 114040934A
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- Prior art keywords
- isocyanate
- polyisocyanate
- composition
- polymerizable composition
- acid
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- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 49
- -1 carboxylate salt Chemical class 0.000 claims description 23
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- UKESSRSRKDVNBC-UHFFFAOYSA-N 1-fluoro-2-(isocyanatomethyl)benzene Chemical compound FC1=CC=CC=C1CN=C=O UKESSRSRKDVNBC-UHFFFAOYSA-N 0.000 description 3
- JJSCUXAFAJEQGB-UHFFFAOYSA-N 1-isocyanatoethylbenzene Chemical compound O=C=NC(C)C1=CC=CC=C1 JJSCUXAFAJEQGB-UHFFFAOYSA-N 0.000 description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
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- SSTQICMSRVMLQN-UHFFFAOYSA-N ethyl 2-isocyanato-4-methylpentanoate Chemical compound CCOC(=O)C(CC(C)C)N=C=O SSTQICMSRVMLQN-UHFFFAOYSA-N 0.000 description 1
- DUVOZUPPHBRJJO-UHFFFAOYSA-N ethyl 2-isocyanatoacetate Chemical compound CCOC(=O)CN=C=O DUVOZUPPHBRJJO-UHFFFAOYSA-N 0.000 description 1
- BHCYPUQBNPFVFK-UHFFFAOYSA-N ethyl 4-(isocyanatomethyl)cyclohexane-1-carboxylate Chemical compound CCOC(=O)C1CCC(CN=C=O)CC1 BHCYPUQBNPFVFK-UHFFFAOYSA-N 0.000 description 1
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
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- JCVZXXSBCISMLJ-UHFFFAOYSA-N methyl 2-isocyanato-3-methylbutanoate Chemical compound COC(=O)C(C(C)C)N=C=O JCVZXXSBCISMLJ-UHFFFAOYSA-N 0.000 description 1
- UWFLIWPVRTVDNO-UHFFFAOYSA-N methyl 2-isocyanato-4-methylpentanoate Chemical compound COC(=O)C(CC(C)C)N=C=O UWFLIWPVRTVDNO-UHFFFAOYSA-N 0.000 description 1
- WBGWGERFPSYHDT-UHFFFAOYSA-N methyl 3-isocyanatobenzoate Chemical compound COC(=O)C1=CC=CC(N=C=O)=C1 WBGWGERFPSYHDT-UHFFFAOYSA-N 0.000 description 1
- FQDDBYGPHUUTRN-UHFFFAOYSA-N methyl 4-isocyanatobenzoate Chemical compound COC(=O)C1=CC=C(N=C=O)C=C1 FQDDBYGPHUUTRN-UHFFFAOYSA-N 0.000 description 1
- GDUIXXVCMDFRFQ-UHFFFAOYSA-N methyl 6-isocyanatohexanoate Chemical compound COC(=O)CCCCCN=C=O GDUIXXVCMDFRFQ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- YOVQDZPAVARTTR-UHFFFAOYSA-N methyl n-(oxomethylidene)carbamate Chemical compound COC(=O)N=C=O YOVQDZPAVARTTR-UHFFFAOYSA-N 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
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- DODXZJLHTDSXCR-UHFFFAOYSA-N n-(oxomethylidene)pyridine-2-sulfonamide Chemical compound O=C=NS(=O)(=O)C1=CC=CC=N1 DODXZJLHTDSXCR-UHFFFAOYSA-N 0.000 description 1
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- FSZKLYCUEQGCKW-UHFFFAOYSA-N phenyl n-(oxomethylidene)carbamate Chemical compound O=C=NC(=O)OC1=CC=CC=C1 FSZKLYCUEQGCKW-UHFFFAOYSA-N 0.000 description 1
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- 235000013856 polydextrose Nutrition 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- ZUFQCVZBBNZMKD-UHFFFAOYSA-M potassium 2-ethylhexanoate Chemical compound [K+].CCCCC(CC)C([O-])=O ZUFQCVZBBNZMKD-UHFFFAOYSA-M 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- DHCSEDVCGYEIDB-UHFFFAOYSA-N pyridine-2-carbonyl isocyanate Chemical compound O=C=NC(=O)C1=CC=CC=N1 DHCSEDVCGYEIDB-UHFFFAOYSA-N 0.000 description 1
- JQJOGAGLBDBMLU-UHFFFAOYSA-N pyridine-2-sulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CC=N1 JQJOGAGLBDBMLU-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012783 reinforcing fiber Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- JXOHGGNKMLTUBP-HSUXUTPPSA-N shikimic acid Chemical compound O[C@@H]1CC(C(O)=O)=C[C@@H](O)[C@H]1O JXOHGGNKMLTUBP-HSUXUTPPSA-N 0.000 description 1
- JXOHGGNKMLTUBP-JKUQZMGJSA-N shikimic acid Natural products O[C@@H]1CC(C(O)=O)=C[C@H](O)[C@@H]1O JXOHGGNKMLTUBP-JKUQZMGJSA-N 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
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- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229910001432 tin ion Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 125000005628 tolylene group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- YGUNDMHXMXDGII-UHFFFAOYSA-N tributyl(isocyanato)stannane Chemical compound CCCC[Sn](CCCC)(CCCC)N=C=O YGUNDMHXMXDGII-UHFFFAOYSA-N 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 235000015099 wheat brans Nutrition 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000002025 wood fiber Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
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
- C08G18/72—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
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
- C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
-
- 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
- C08G18/08—Processes
- C08G18/09—Processes comprising oligomerisation of isocyanates or isothiocyanates involving reaction of a part of the isocyanate or isothiocyanate groups with each other in the reaction mixture
- C08G18/092—Processes comprising oligomerisation of isocyanates or isothiocyanates involving reaction of a part of the isocyanate or isothiocyanate groups with each other in the reaction mixture oligomerisation to isocyanurate 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/225—Catalysts containing metal compounds of alkali or alkaline earth metals
-
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- 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
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
- C08G18/722—Combination of two or more aliphatic and/or cycloaliphatic polyisocyanates
-
- 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
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
-
- 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
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—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
- C08G2115/00—Oligomerisation
- C08G2115/02—Oligomerisation to isocyanurate groups
Abstract
本发明涉及适用于生产聚异氰脲酸酯塑料并与常规用于此用途的组合物相比具有延长的适用期的可聚合组合物。
Description
本发明涉及适用于生产聚异氰脲酸酯塑料并与常规用于此用途的组合物相比具有延长的适用期的可聚合组合物。
WO 2016/170059例如描述了聚异氰脲酸酯塑料的生产。已经发现,这些塑料特别好地适合作为用于生产纤维复合材料的聚合物基质(WO 2017/191216)。
常用于连续生产纤维复合材料的方法是拉挤成型。在此,将纤维拉过填有可聚合组合物的浸渍浴,随后在经加热的型材中固化。在此由可聚合组合物形成聚合物基质,将纤维包埋在其中。在此重要的是,可聚合组合物在室温下显示出尽可能低的反应性,由此使浸渍浴中的可聚合组合物的粘度尽可能久地保持如此低,以使得可加工。从提供可聚合组合物直至粘度高到对所涉应用而言无法接受的时期也被本领域技术人员称为适用期。长适用期在其它应用领域中也是希望的。
存在催化剂和脂族多异氰酸酯的组合,它们在室温下相对久地保持液态,且尽管如此在升高的温度下快速固化以提供聚异氰脲酸酯塑料,并因此原则上适用于拉挤工艺(WO 2018/054776)。但是,在这些体系的实际测试过程中已经发现,可实现的适用期存在相当大的波动并在一些情况下对商业用途而言太低。
对这种现象的研究已令人惊讶地显示,通过提高溶解在可聚合组合物中的二氧化碳的比例,可显著延长这种可聚合组合物的适用期。因此,本领域技术人员现在可获得延长这些组合物的适用期而不同时损害在升高温度下的反应性的简单方式。
在第一实施方案中,本发明因此提供可聚合组合物,其具有至少1.5: 1.0的异氰酸酯基团与异氰酸酯反应性基团的摩尔比,其含有
a) 含有至少1重量%的异氰酸酯基团的多异氰酸酯组合物A;
b) 至少一种三聚催化剂B,其是羧酸盐;和
c) 基于可聚合组合物的液体成分的总量计至少150 ppm的CO2。
“可聚合组合物”是含有至少上述组分并可通过其中包含的组分的官能团的交联而固化以提供聚合物的组合物。这种聚合物必定含有通过异氰酸酯基团与彼此的交联而形成的官能团。它们优选选自异氰脲酸酯、缩二脲、脲二酮、亚氨基噁二嗪二酮和噁二嗪三酮结构。该聚合物特别优选含有异氰脲酸酯基团或噁二嗪三酮基团,因此为简单起见在本申请中也被称为“异氰脲酸酯塑料”。为了实现这些基团的形成,对本发明而言必要的是,可聚合组合物含有相对于异氰酸酯反应性基团而言摩尔过量的异氰酸酯基团,因为否则根据存在的异氰酸酯反应性基团的类型和量,会以不希望地高的比例或甚至仅形成氨基甲酸酯基团、氨基或脲基团。在本发明的一个优选实施方案中,异氰酸酯基团与异氰酸酯反应性基团的摩尔比为至少2 : 1,更优选至少3 : 1,再更优选至少5 : 1。“异氰酸酯反应性基团”在本申请中是羟基、硫醇基团和氨基。氨基可以是伯氨基和仲氨基。
考虑到上述限制,可聚合组合物可含有常规添加剂。它们优选是颜料、填料、抗氧化剂、阻燃剂、脱模剂和紫外线稳定剂。
多异氰酸酯组合物A
术语“多异氰酸酯组合物A”是指根据本发明的可聚合组合物中包含的所有含有至少一个游离异氰酸酯基团的化合物。
多异氰酸酯组合物A具有基于其总重量计至少1重量%,优选至少5重量%,更优选至少10重量%,再更优选至少15重量%的异氰酸酯基团含量。
但是,为了实现可聚合组合物的固化,对本发明而言必要的是,多异氰酸酯组合物A在至少70重量%的程度上,优选在至少80重量%的程度上,最优选在至少90重量%的程度上由如下文定义的多异氰酸酯组成。
在本申请中,术语“多异氰酸酯”被理解为是指包含平均至少1.8,优选至少2.0,特别优选2.1个异氰酸酯基团的各种化合物。相反,“单异氰酸酯”被理解为是指具有每分子平均最多1.6个异氰酸酯基团,特别是每分子只有一个异氰酸酯基团的化合物。
在本申请中,术语“多异氰酸酯”同样地是指单体和/或低聚多异氰酸酯。但是,为了理解本发明的许多方面,重要的是区分单体二异氰酸酯和低聚多异氰酸酯。当在本申请中提到“低聚多异氰酸酯”时,则这是指由至少两个单体二异氰酸酯分子形成的多异氰酸酯,即是或含有由至少两个单体二异氰酸酯分子形成的反应产物的化合物。
低聚异氰酸酯
通过单体异氰酸酯的“改性”获得低聚异氰酸酯。“改性”在此被理解为是指单体异氰酸酯的反应以提供具有脲二酮、异氰脲酸酯、脲基甲酸酯、缩二脲、亚氨基噁二嗪二酮和/或噁二嗪三酮结构的低聚异氰酸酯。优选用作用于生产低聚异氰酸酯的反应物的是二异氰酸酯。
因此,例如己二异氰酸酯(HDI)是“单体二异氰酸酯”,因为其含有两个异氰酸酯基团并且不是至少两个多异氰酸酯分子的反应产物:
相反,始终仍具有至少两个异氰酸酯基团的至少两个HDI分子的反应产物在本发明的情况下是“低聚多异氰酸酯”。从单体HDI出发,这样的“低聚多异氰酸酯”的代表是例如HDI异氰脲酸酯和HDI缩二脲,它们各自由三个单体HDI基础单元形成:
HDI异氰脲酸酯 HDI缩二脲
(理想化结构式)。
具有脲二酮、异氰脲酸酯、脲基甲酸酯、缩二脲、亚氨基噁二嗪二酮和/或噁二嗪三酮结构的低聚多异氰酸酯的生产方法描述在例如J. Prakt. Chem. 336 (1994) 185 -200、DE-A 1 670 666、DE-A 1 954 093、DE-A 2 414 413、DE-A 2 452 532、DE-A 2 641380、DE-A 3 700 209、DE-A 3 900 053和DE-A 3 928 503或EP-A 0 336 205、EP-A 0 339396和EP-A 0 798 299中。
特别优选使用在本申请的下文中定义的单体异氰酸酯作为用于改性的原料。
根据本发明的可聚合组合物可含有任意混合比的低聚和聚合多异氰酸酯。出于操作安全的原因,原则上优选的是其多异氰酸酯组分,即所述组合物中包含的所有多异氰酸酯的整体在至少90重量%,优选至少95重量%,更优选至少98重量%的程度上由低聚多异氰酸酯组成的可聚合组合物。但是,如果需要,例如为了降低可聚合组合物的粘度,多异氰酸酯组分也可含有最多20重量%或优选最多50重量%的单体多异氰酸酯。
具有脂族键合的异氰酸酯基团的异氰酸酯
在具有脂族键合的异氰酸酯基团的异氰酸酯中,所有异氰酸酯基团键合到作为开放碳链的一部分的碳原子上。该碳链可能在一个或多个位点不饱和。所述一个脂族键合的异氰酸酯基团或 – 在多异氰酸酯的情况下 – 多个脂族键合的异氰酸酯基团优选键合在碳链的末端碳原子上。
根据本发明特别合适的具有脂族键合的异氰酸酯基团的多异氰酸酯是1,4-丁烷二异氰酸酯(BDI)、1,5-戊烷二异氰酸酯(PDI)、1,6-己烷二异氰酸酯(HDI)、2-甲基-1,5-戊烷二异氰酸酯、1,5-二异氰酸根合-2,2-二甲基戊烷、2,2,4-或2,4,4-三甲基-1,6-己烷二异氰酸酯和1,10-癸烷二异氰酸酯。
具有脂环族键合的异氰酸酯基团的异氰酸酯
在具有脂环族键合的异氰酸酯基团的异氰酸酯中,所有异氰酸酯基团键合到作为碳原子闭环的一部分的碳原子上。这种环可能在一个或多个位点不饱和,只要其不由于双键的存在而获得芳族特性。
根据本发明特别合适的具有脂环族键合的异氰酸酯基团的多异氰酸酯是1,3-和1,4-环己烷二异氰酸酯、1,4-二异氰酸根合-3,3,5-三甲基环己烷、1,3-二异氰酸根合-2-甲基环己烷、1,3-二异氰酸根合-4-甲基环己烷、1-异氰酸根合-3,3,5-三甲基-5-异氰酸根合甲基环己烷(异佛尔酮二异氰酸酯;IPDI)、1-异氰酸根合-1-甲基-4(3)-异氰酸根合甲基环己烷、2,4'-和4,4'-二环己基甲烷二异氰酸酯(H12MDI)、1,3-和1,4-双(异氰酸根合甲基)环己烷、双(异氰酸根合甲基)降冰片烷(NBDI)、4,4'-二异氰酸根合-3,3'-二甲基二环己基甲烷、4,4'-二异氰酸根合-3,3',5,5'-四甲基二环己基甲烷、4,4'-二异氰酸根合-1,1'-二(环己基)、4,4'-二异氰酸根合-3,3'-二甲基-1,1'-二(环己基)、4,4'-二异氰酸根合-2,2',5,5'-四甲基-1,1'-二(环己基)、1,8-二异氰酸根合-对薄荷烷、1,3-金刚烷二异氰酸酯和1,3-二甲基-5,7-金刚烷二异氰酸酯。
具有芳脂族键合的异氰酸酯基团的异氰酸酯
在具有芳脂族键合的异氰酸酯基团的异氰酸酯中,所有异氰酸酯基团键合到亚甲基上,亚甲基又键合到芳环上。
根据本发明特别合适的具有芳脂族键合的异氰酸酯基团的多异氰酸酯是1,3-和1,4-双(异氰酸根合甲基)苯(苯二甲基二异氰酸酯;XDI)、1,3-和1,4-双(1-异氰酸根合-1-甲基乙基)苯(TMXDI)和碳酸双(4-(1-异氰酸根合-1-甲基乙基)苯基)酯。
具有芳族键合的异氰酸酯基团的异氰酸酯
在具有芳族键合的异氰酸酯基团的异氰酸酯中,所有异氰酸酯基团直接键合到作为芳环的一部分的碳原子上。
根据本发明特别合适的具有芳族键合的异氰酸酯基团的异氰酸酯是2,4-和2,6-甲苯二异氰酸酯(TDI)、2,4'-和4,4'-二苯甲烷二异氰酸酯(MDI)和1,5-萘二异氰酸酯。
单异氰酸酯
根据本发明特别合适的单异氰酸酯优选选自异氰酸正丁酯、异氰酸正戊酯、异氰酸正己酯、异氰酸正庚酯、异氰酸正辛酯、异氰酸十一烷基酯、异氰酸十二烷基酯、异氰酸十四烷基酯、异氰酸鲸蜡酯、异氰酸硬脂酯、异氰酸环戊酯、异氰酸环己酯、异氰酸3-和4-甲基环己酯、异氰酸甲基苄酯、异氰酸甲酯、异氰酸(三甲基甲硅烷基)酯、异氰酸1-萘酯、异氰酸3-甲基-2-丁基酯、异氰酸1-(4-甲氧基苯基)乙基酯、异氰酸1-(3-甲氧基苯基)乙基酯、异氰酸1-苯基丙基酯、异氰酸2-辛基酯、异氰酸2-庚基酯、异氰酸4-丁基-2-甲基苯基酯、异氰酸3-(三乙氧基甲硅烷基)丙基酯、异氰酸2-苄氧基环己基酯、异氰酸1-(4-氯苯基)乙基酯、异氰酸2-壬基酯、异氰酸1-(4-溴苯基)乙基酯、异氰酸2,1,3-苯并噻二唑-4-基酯、异氰酸对苯基偶氮苯基酯、异氰酸苯酯、异氰酸乙酯、异氰酸氯磺酰酯、异氰酸烯丙酯、异氰酸苄酯、异氰酸丙酯、异氰酸异丙酯、异氰酸糠酯、异氰酸丙酯、异氰酸十八烷基酯、异氰酸三氯乙酰酯、异氰酸苯甲酰酯、异氰酸苯乙酯、异氰酸对甲苯酯、异氰酸邻甲苯酯、异氰酸间甲苯酯、异氰酸3,4-二甲氧基苯基酯、异氰酸2,4-二甲氧基苯基酯、异氰酸3,5-二甲氧基苯基酯、异氰酸2,5-二甲氧基苯基酯、异氰酸叔丁酯、异氰酸3,5-二甲基苯基酯、异氰酸2,6-二甲基苯基酯、异氰酸4-乙基苯基酯、异氰酸4-甲基苄基酯、异氰酸2-甲基苄基酯、异氰酸3-甲基苄基酯、异氰酸4-甲氧基苯基酯、异氰酸4-叔丁基苯基酯、异氰酸2-甲氧基苯基酯、异氰酸3,4,5-三甲氧基苯基酯、异氰酸2,4-二甲氧基苄基酯、异氰酸4-苯基丁基酯、异氰酸4-乙基苯乙基酯、异氰酸4-甲氧基苄基酯、异氰酸苯磺酰酯、异氰酸2-甲氧基苄基酯、异氰酸3-乙氧基苯基酯、异氰酸3-甲氧基苄基酯、异氰酸2,2-二苯基乙基酯、异氰酸1,1,3,3-四甲基丁基酯、异氰酸2-乙基己基酯、异氰酸4-联苯酯、异氰酸3-苯基丙基酯、异氰酸2,3-二甲氧基苯乙基酯、异氰酸癸酯、异氰酸环己烷甲基酯、异氰酸3,4-亚甲二氧基苯乙基酯、异氰酸3,4-二甲氧基苯乙基酯、异氰酸5-茚满基酯、异氰酸环庚酯、异氰酸2-苯基环丙基酯、异氰酸1-环己基乙基酯、异氰酸4-硝基苯基酯、异氰酸1-金刚烷基酯、异氰酸2-硝基苯基酯、异氰酸3-硝基苯基酯、吡啶-3-异氰酸酯、异氰酸氯乙酰酯、异氰酸2,6-二异丙基苯基酯、异氰酸十六烷基酯、异氰酸4-乙酰苯基酯、异氰酸4-苯氧基苯基酯、异氰酸4-戊基苯基酯、异氰酸3-苯氧基苯基酯、异氰酸对甲苯磺酰酯、异氰酸2-氯乙酯、异氰酸2-溴苯酯、异氰酸3-氯苯酯、异氰酸2-氯苯酯、异氰酸4-溴苯酯、异氰酸4-氯苯酯、异氰酸2-萘酯、异氰酸4-氟苯酯、异氰酸2-溴乙酯、异氰酸4-氰基苯基酯、异氰酸3,4-二氯苯基酯、异氰酸2,3,4-三氟苯基酯、异氰酸3-氰基苯基酯、异氰酸2,6-二氯苯基酯、异氰酸二乙氧基氧膦基酯、异氰酸2,4-二氯苯基酯、异氰酸3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟癸基酯、异氰酸4-氟苄酯、异氰酸2-氟苯酯、异氰酸3-氯丙酯、异氰酸3-氟苯酯、异氰酸4-碘苯酯、异氰酸3,5-二氯苯基酯、异氰酸4-氯苯磺酰酯、异氰酸2,4,6-三溴苯基酯、异氰酸2-碘苯酯、异氰酸3,4-二氟苯基酯、异氰酸3-溴苯酯、异氰酸2,4-二氯苄基酯、异氰酸2,5-二氟苯基酯、异氰酸2-苄基苯基酯、异氰酸2-氟苄酯、异氰酸4-氟苯乙基酯、异氰酸五氟苯基酯、异氰酸2,4-二氯苯乙基酯、异氰酸4-氯苄酯、异氰酸二苯基甲基酯、异氰酸三丁基锡、异氰酸2-氯苯磺酰酯、异氰酸2-氯苄酯、异氰酸3,3-二苯基丙基酯、异氰酸3,4,5-三甲氧基苄基酯、异氰酸3-氯苯乙基酯、异氰酸3-氟苄酯、异氰酸2,6-二氟苯基酯、异氰酸3-碘苯酯、异氰酸2,4-二氟苯基酯、异氰酸2-氰基苯基酯、异氰酸2-氟苯乙基酯、异氰酸2-噻吩酯、异氰酸3,4-二氯苄基酯、异氰酸3,4-二氯苯乙基酯、异氰酸4-苄基苯基酯、异氰酸4-溴苄酯、异氰酸4-氟苯并磺酰酯、mPEG5K异氰酸酯、异氰酸3,5-二甲基异噁唑-4-基酯、异氰酸2-甲氧基-5-甲基苯基酯、异氰酸2-(4-联苯基)乙基酯、异氰酸2-乙基-6-甲基苯基酯、异氰酸2-甲基-5-苯基-3-呋喃酯、异氰酸1-(1-萘基)乙基酯、异氰酸3,4-(亚甲二氧基)苯基酯、异氰酸2,3-二氢-1-苯并呋喃-5-基酯、异氰酸4-甲氧基-2-硝基苯基酯、异氰酸3,5-双(三氟甲基)苯基酯、异氰酸4-(马来酰亚胺基)苯基酯、异氰酸4-(二甲基氨基)苯基酯、异氰酸3-(三氟甲基)苯基酯、异氰酸4-(氯磺酰基)苯基酯、异氰酸3-异丙烯基-α,α-二甲基苄基酯、异氰酸3-氯-4-甲基苯基酯、异氰酸4-(三氟甲基)苯基酯、异氰酸2-(三氟甲基)苯基酯、4,4'-氧基双(苯基异氰酸酯)、异氰酸4-(氯甲基)苯基酯、异氰酸4-氯-3-(三氟甲基)苯基酯、异氰酸9H-芴-2-基酯、异氰酸2-(氯甲基)苯基酯、异氰酸2-氟-5-(三氟甲基)苯基酯、异氰酸2-氟-3-(三氟甲基)苯基酯、异氰酸4-(苄氧基)苯基酯、异氰酸4-氟-3-(三氟甲基)苯基酯、异氰酸4-氟-3-甲基苯基酯、异氰酸3-氟-5-(三氟甲基)苯基酯、异氰酸4-氯-2-氟苯基酯、异氰酸5-氟-2-甲基苯基酯、异氰酸2,3-二甲基-6-硝基苯基酯、异氰酸2-(三氟甲氧基)苯基酯、异氰酸2-氟-5-甲基苯基酯、异氰酸4-(二氟甲氧基)苯基酯、异氰酸4-甲基-2-硝基苯基酯、异氰酸3-氟-2-甲基苯基酯、异氰酸4-(三氟甲基硫基)苯基酯、异氰酸4-氟-2-(三氟甲基)苯基酯、异氰酸1-(4-氟苯基)乙基酯、异氰酸1-苯并噻吩-5-基酯、异氰酸2-(二氟甲氧基)苯基酯、异氰酸2-(噻吩-2-基)乙基酯、异氰酸2-溴-4,6-二氟苯基酯、异氰酸2-氯-4,6-二甲基苯基酯、异氰酸2-氯-4-(三氟甲基)苯基酯、异氰酸2-氯-4-(三氟甲基硫基)苯基酯、异氰酸2-氯-5-甲基苯基酯、异氰酸2-氟-4-碘苯基酯、异氰酸3-溴-2,4,6-三甲基苯基酯、异氰酸3-氯-2-氟苯基酯、异氰酸3-氯-2-甲基苯基酯、异氰酸4-(三氟甲基)苄基酯、异氰酸4-溴-2,6-二氟苯基酯、异氰酸4-溴-2,6-二甲基苯基酯、异氰酸4-溴-2-(三氟甲基)苯基酯、异氰酸4-溴-2-氯-6-甲基苯基酯、异氰酸4-溴-2-氯-6-甲基苯基酯、异氰酸4-溴-2-乙基苯基酯、异氰酸4-氯-2-苯氧基苯基酯、异氰酸4-乙氧基-2-硝基苯基酯、异氰酸4-氟-2-硝基苯基酯、异氰酸5-氯-2-甲基苯基酯、异氰酸5-氯-2-苯氧基苯基酯、异氰酸5-甲基-2-硝基苯基酯、异氰酸5-苯基-2-噻吩酯、异氰酸6-氟-4H-1,3-苯并二氧杂环己二烯-8-基酯、异氰酸9H-芴-9-基酯、异氰酸苄酯、异氰酸乙酯、异氰酸三氯乙酰酯、异氰酸1-苯乙酯、异氰酸乙酯甲酸盐、异氰酸根合膦酰二氯、甲基丙烯酸2-异氰酸根合乙基酯、3-异氰酸根合-4-甲氧基联苯、异氰酸2,4,6-三氯苯基酯、异氰酸三苯基甲硅烷基酯、异氰酸2,6-二溴-4-乙基苯基酯、异氰酸2-氯-4-硝基苯基酯、异氰酸2-叔丁基-6-甲基苯基酯、4,4'-亚甲基双(2-氯苯基异氰酸酯)、异氰酸4,5-二甲基-2-硝基苯基酯、异氰酸4-氯-2-(三氟甲基)苯基酯、异氰酸4-氯-2-硝基苯基酯、1-异氰酸根合-2,3-二甲氧基苯、3-戊烷异氰酸酯、环丁烷异氰酸酯、异氰酸根合(甲氧基)甲烷、(4-异氰酸根合苯基)乙酸乙酯、4-(异氰酸根合甲基)环己烷甲酸乙酯、1,1-二甲氧基-2-异氰酸根合乙烷、1-氯-3-氟-2-异氰酸根合苯、异氰酸2-氯-3-氟苯基酯、2-异氰酸根合-3-甲基丁酸甲酯、2-异氰酸根合-5-甲基苄腈、5-氯-2-异氰酸根合苄腈、5-乙基-2-异氰酸根合苄腈、6-异氰酸根合己酸甲酯、2-异氰酸根合对苯二甲酸二甲酯、2-异氰酸根合-4-甲基戊酸乙酯、2-异氰酸根合-4-(甲基硫烷基)丁酸甲酯、2-异氰酸根合-4-甲基戊酸甲酯、异氰酸根合乙酸乙酯、异氰酸根合甲酸苯酯、4-异氰酸根合苯甲酸甲酯、3-异氰酸根合苯甲酸甲酯、异氰酸根合甲酸甲酯、5-异氰酸根合间苯二甲酸二甲酯和这些单异氰酸酯的任意混合物。
硫代异氰酸酯同样合适。优选的硫代异氰酸酯选自异硫氰酸4-氟苄酯、二异硫氰酸二丁基锡、异硫氰酸2,6-二氟苯基酯、异硫氰酸3-氰基苯基酯、异硫氰酸3-硝基苯基酯和异氰酸苯酯。
同样合适的是通过如本申请的上文描述的单体异氰酸酯的改性获得的单异氰酸酯或多异氰酸酯。
预聚物
适用于生产可聚合组合物的异氰酸酯封端预聚物通过醇、胺或硫醇与多异氰酸酯的反应获得。在此必须存在相对于异氰酸酯反应性基团而言摩尔过量的异氰酸酯基团。
合适的醇是一元或多元单体醇,其优选选自己醇、丁二醇。
优选作为用于生产带有异氰酸酯基团的预聚物的异氰酸酯的是单体形式的HDI、低聚HDI及其混合物。
特别优选的是,多异氰酸酯组分A中具有芳族键合的异氰酸酯基团的单异氰酸酯和多异氰酸酯的比例为最高50重量%,更优选最高25重量%,再更优选最高10重量%,最优选最高5重量%。
三聚催化剂B
三聚催化剂B是具有适当抗衡离子的羧酸盐。某些三聚催化剂B有利地与催化剂溶剂和/或络合剂组合。
其中相应酸具有3.5至5.0的pKa值的羧酸盐是优选的。更优选的是,pKa值为4.0至5.0。其最优选为4.2至4.8。
所述羧酸盐尤其是以下酸的盐:乙酸、己酸、甲酸(pKa 3.77)、丙烯酸(4.25)、苯甲酸(4.2)、3-氯苯甲酸(3.83)、4-氯苯甲酸(3.99)、茴香酸 [4-甲氧基苯甲酸](4.47)、富马酸(第一3.02和第二4.38)、酒石酸(2.98和4.34)、琥珀酸(4.16和5.61)、丙酸(4.87)、丁酸(4.82)、戊酸(4.84)、异丁酸(4.86)、2-乙基己酸(4.82)、2-乙基丁酸(4.73)、2-甲基苯甲酸(3.89)、3,3-二甲基戊二酸(3.70和6.34)、3,4,5-三羟基苯甲酸(4.40)、3,4-二羟基苯甲酸(4.48)、3,5-二羟基苯甲酸(4.04)、3-溴苯甲酸(3.85)、3-氯丁酸(4.05)、3-氯巴豆酸(3.84)、3-氯异巴豆酸(4.05)、3-氯丙酸(3.98 - 4.10)、3-羟基苯甲酸(4.12)、3-巯基丙酸(4.34)、3-甲基苯甲酸(4.28)、3-硝基丙酸(3.8)、4,4,4-三氟丁酸(4.15)、4,4,5,5,6,6,6-七氟己酸(4.18)、4-溴苯甲酸(4.18)、4-氯丁酸(4.52)、4-甲基苯甲酸(4.35)、4-苯基丁酸(4.76)、5,5,5-三氟戊酸(4.49)、乙酰乙酸(3.58)、乙酰甘氨酸(3.64)、己二酸(4.43和5.52)、别肉桂酸(3.96)、当归酸(4.30)、蒽-1-甲酸(3.69)、蒽-9-甲酸(3.65)、邻氨基苯甲酸(5.00)、阿托酸(3.84)、壬二酸(4.54和5.52)、巴比妥酸(4.00)、溴琥珀酸(2.55和4.4)、樟脑酸(4.64)、辛酸(4.85)、奎宁酸(3.56)、氯富马酸(1.78和3.81)、氯马来酸(1.72和3.86)、柠檬酸(3.13和4.76和6.4)、巴豆酸(4.7)、氰酸(3.66)、氯丁烷甲酸(4.74)、顺式-环己烷-1,4-二甲酸(4.52和5.52)、环己烷甲酸(4.89)、环己基乙酸(4.64)、环己基丙酸(4.87)、环丙烷甲酸(4.84)、天冬氨酸(3.68和9.46)、双氯芬酸(4.00)、二乙醇酸(2.96和4.43)、氟芬那酸(3.90)、戊二酸(4.33和5.57)、乙醇酸(3.83)、氢化阿托酸(4.38)、过氧化羟基(4.70)、氢化肉桂酸(4.67)、异巴豆酸(4.44)、异戊酸(4.76)、异香草酸(4.49)、衣康酸(3.82和5.55)、辛二酸(4.52和5.52)、抗坏血酸(4.2)、苹果酸(3.41和4.86)、乙酰丙酸(4.59)、间氯肉桂酸(4.29)、甲芬那酸(4.2)、间苯三甲酸(4.32)、内消旋酒石酸(3.2和4.82)、乳酸(3.87)、萘-1-甲酸(3.7)、萘-2-甲酸(4.15)、邻氯肉桂酸(4.42)、草酸(1.46和4.4)、对氯肉桂酸(4.41)、壬酸(4.96)、苯基乙酸(4.35)、邻氨甲酰苯甲酸(3.8)、庚二酸(4.47和5.52)、癸二酸(4.55和5.52)、莽草酸(4.15)、山梨酸(4.8)、丙醇二酸(2.3和4.98)、对苯二甲酸(3.82)、巯基乙酸(3.55和6.00)、反式-二苯基丙烯酸(4.8)、香草酸(4.53)、藜芦酸(4.44)、乙烯基乙酸(4.31)、紫尿酸(4.57)、肉桂酸(4.44)、庚酸(4.89)。
特别优选的是以下酸的盐:乙酸、己酸、甲酸、丙烯酸、苯甲酸、丙酸、丁酸、戊酸、异丁酸和2-乙基己酸。
在一个特定实施方案中,优选的还有以具有在优选范围内的pKa值的两性离子的形式存在的那些催化剂。实例包括:2-羟基丁酸(4.04)、4-氨基丁酸(4.54)、2-氨基苯甲酸(4.97)、3-氨基苯甲酸(4.78 – 4.92)、4-氨基苯甲酸(4.93)。
优选的金属离子是碱金属离子、碱土金属离子、副族金属的离子和锡离子。
羧酸盐优选与鏻、铵或金属离子作为抗衡离子组合。
优选的碱金属离子是Li+、Na+和K+。优选的碱土金属离子是Mg2+、Ca2+、Sr2+和Ba2+。
优选的副族金属的离子是Fe2+、Zn2+、Cu2+、Ti2+、Zr2+、Yr2+。
本领域技术人员会认识到,CO2对反应混合物的固化时间的影响取决于所用三聚催化剂B的类型和浓度。当特定活性的催化剂以极少量使用时,则可以预料,在室温下甚至在低CO2含量下,反应混合物也很久地保持液态,并且由于反应缓慢,CO2对该体系的反应性的影响不再可检测到。在一些情况下,催化剂浓度如此低,以致甚至在升高的温度下也没有发生固化。因此,在本发明的一个优选实施方案中,所用一种三聚催化剂B或多种三聚催化剂B的混合物的浓度至少如此高,以实现反应混合物在至少150℃的温度下在最高20分钟内达到凝胶点。当在板-板流变仪中在23℃、1/s、1%振幅下振荡测得的G`模量值(Pa)达到或超过G``模量值(Pa)时,达到凝胶点。
相反,极高催化剂浓度的使用也可抵消本发明的效果。如果催化剂浓度足够高,则反应混合物甚至在室温下在数分钟内或甚至数秒内达到凝胶点,而CO2的添加无法对这一时期具有明显影响。
在本发明的一个优选实施方案中,因此从功能方面规定根据本发明的反应混合物中包含的一种三聚催化剂B或多种三聚催化剂B的混合物的浓度。安排其,以使得在23℃和最高90 ppm的CO2浓度下,反应混合物在1至22小时,优选6至22小时内达到凝胶点。对于特定催化剂,可通过简单的实验系列来测定这一浓度范围。
对本申请而言,达到凝胶点的时间,即凝胶时间等同于适用期,因为该混合物随后不再可通过浇注和刷涂来加工。在测量技术方面简化而言,其可用所谓的凝胶计时器通过粘度增加来测定。
在本发明的一个优选实施方案中,可聚合组合物另外含有促进阳离子的溶剂化的多元醇和/或聚醚,优选聚醚。优选的聚醚选自冠醚、二乙二醇、聚乙二醇和聚丙二醇。已经发现特别有用的是添加聚乙二醇或冠醚,特别优选18-冠-6或15-冠-5。优选选择冠醚,以使它们将作为抗衡离子的金属阳离子与优选的羧酸盐催化剂进行良好络合。本领域技术人员可从文献中获知对于各自使用的金属离子而言合适的冠醚。具有100至1000 g/mol,优选300 g/mol至500 g/mol,特别是350 g/mol至450 g/mol的数均分子量的聚乙二醇是优选的。
根据本发明的可聚合组合物原则上可含有催化异氰酸酯基团与彼此的交联的其它化合物。但是,如果向可聚合组合物中混入在低于80℃的温度下已表现出明显催化活性的化合物,则该化合物的存在削弱本发明的优点。因此必须限制其在可聚合组合物中的用量比例。
优选的是,将所有不同于本发明中的三聚催化剂B并且在低于80℃的温度下已催化异氰酸酯基团反应以提供异氰脲酸酯、缩二脲、脲二酮、亚氨基噁二嗪二酮或噁二嗪三酮结构的化合物的用量比例限制于不会使可聚合组合物的适用期降低到低于本申请的下文中给出的限值的范围。由于不同化合物具有不同的催化剂比活性,精确的还可容许的用量比例取决于各自的化合物。但是,原则上,基于具有根据本发明的性质的所有羧酸盐的总量计,上述化合物的用量比例不允许超过20重量%,优选10重量%,最优选5重量%。
CO2含量
根据本发明,本发明的可聚合组合物的CO2含量为基于可聚合组合物的液体成分的总量计至少150 ppm。CO2的最低含量更优选为至少200 ppm,再更优选至少250 ppm,最优选至少300 ppm。
对于上文提到的值必须考虑,它们假设CO2饱和的例如HDI的多异氰酸酯具有410ppm的CO2含量。这相当于在23℃和标准压力下在具有下文规定的参数的基于HDI的多异氰酸酯中测得的溶解度。
当测定反应混合物和多异氰酸酯的CO2含量时,因此将测量值基于CO2饱和的溶液的值(其被规定为410 ppm)来归一化。本申请中给出的所有CO2值因此也可被视为基于CO2饱和体系的相对含量。205 ppm的测量值因此对应于在空气气氛中在标准压力下可实现的饱和的50%。在权利要求中规定的150 ppm的阈值因此对应于这种饱和的37%。本专利申请中给出的所有其它CO2值可相应地换算成在空气气氛中在标准压力下可实现的饱和的百分比。由于不同的CO2测量方法可能在一些情况下对相同样品得到不同的ppm,通过这种方式建立可比较性。
实施例显示,可以各种方式调节可聚合组合物的CO2含量。CO2可作为干冰以冷冻形式加入。同样可以将气态CO2导过液体。CO2原则上可溶解在可聚合组合物的与其它组分混合前的一种或多种组分中。在此优选的是多异氰酸酯组分A,因为其具有最大体积比例。但是,同样可以首先通过合并其组分制成可聚合组合物并在此后的短时间内,优选在加入除CO2外的所有组分后最多30分钟,调节到根据本发明的CO2浓度。组分的完全混合是在CO2添加之前还是之后实现在此并不重要。
在一个特定实施方案中,通过添加化合物,例如水而原位制成CO2。
填料C
在本发明的一个特别优选的实施方案中,可聚合组合物含有至少一种填料F。所述填料可以是有机或无机的并以本领域技术人员已知的各种形状和尺寸存在。
优选的有机填料是木材、纸浆、纸、纸板、织物屑、软木、小麦糠、聚葡萄糖、纤维素、芳族聚酰胺、聚乙烯、碳、碳纳米管、聚酯、尼龙、树脂玻璃、亚麻、大麻以及剑麻。
优选的无机填料是AlOH3、CaCO3、二氧化硅、碳酸镁、TiO2、ZnS、含硅酸盐、硫酸盐、碳酸盐等的矿物,如菱镁矿、重晶石、云母、白云石、高岭土、滑石、粘土矿物以及炭黑、石墨、氮化硼、玻璃、玄武岩、硼、陶瓷和硅石。
在本发明的一个特别优选的实施方案中,根据本发明的可聚合组合物含有由有机纤维、无机纤维或其混合物组成的纤维填料C。
优选的无机纤维是玻璃纤维、玄武岩纤维、硼纤维、陶瓷纤维、晶须、二氧化硅纤维和金属增强纤维。优选的有机纤维是芳族聚酰胺纤维、聚乙烯纤维、碳纤维、碳纳米管、聚酯纤维、尼龙纤维和树脂玻璃纤维。优选的天然纤维是亚麻纤维、大麻纤维、木纤维、纤维素纤维和剑麻纤维。
优点
与具有更低CO2含量但其它方面相同的组合物相比,根据本发明的可聚合组合物表现出明显更慢的粘度增加。尽管如此,在温度升高后仍有可能快速固化。这延长了即用型组合物可储存的时期(适用期,其中适用期在本情况下通过凝胶时间测定,该凝胶时间用凝胶计时器通过下面示出的方法测量)。该效果也有助于避免废料,因为较高比例的组合物可按预期使用,而较小比例在超过临界粘度后必须弃置。本发明因此提供生态和经济优点。
与CO2含量低于100 ppm但其它方面相同的可聚合组合物相比,根据本发明的可聚合组合物的凝胶时间至少翻倍。特别优选的是,具有至少300 ppm的CO2含量的可聚合组合物的凝胶时间与CO2含量最高100 ppm但其它方面相同的可聚合组合物相比至少翻倍。非常特别优选的是,在具有至少380 ppm的CO2含量的可聚合组合物与CO2含量最高100 ppm但其它方面相同的可聚合组合物的比较中可观察到这一效果。
本申请所基于的研究尤其表明,含有脂族多异氰酸酯的可聚合组合物保持液态至少24小时。在个别情况下,在表面上形成厚度最高2毫米的聚合材料层,其可归因于异氰酸酯与空气中的水分反应以提供聚脲。但是,位于下面的材料仍可加工。相反,对比实验13中所用的具有88 ppm的CO2含量的可聚合组合物在24小时后已胶凝并因此无法使用。
CO2的用途
在另一个实施方案中,本发明涉及CO2用于增加具有至少1.5 : 1.0的异氰酸酯基团与异氰酸酯反应性基团的摩尔比的可聚合组合物的凝胶时间的用途,所述组合物含有
a) 含有至少1重量%的异氰酸酯基团的多异氰酸酯组合物A;和
b) 至少一种三聚催化剂B,其是羧酸盐。
根据本发明的用途优选在于添加基于可聚合组合物的液体成分的总量计至少150ppm的CO2。更优选的是至少200 ppm,再更优选至少250 ppm,最优选至少300 ppm的CO2。
可聚合组合物的用途
在再另一个实施方案中,本发明涉及根据本发明的可聚合组合物用于生产聚合物的用途。
这种用途的特征优选在于将可聚合组合物的温度提高到80℃至300℃。保持这一温度直至可聚合组合物固化,优选保持至少5分钟。根据本发明的用途的特征特别优选在于,在聚合物的生产过程中,最初存在于可聚合组合物中的异氰酸酯基团的至少80%被转化。反过来说,这意味着聚合物中的游离异氰酸酯基团的含量为最初存在于可聚合组合物中的异氰酸酯基团的最多20%。所得聚合物优选是通过异氰酸酯基团交联以提供异氰脲酸酯基团而形成的聚合物。但是,不排除其它基团,特别是缩二脲、脲二酮、亚氨基噁二嗪二酮、噁二嗪三酮、氨基甲酸酯和脲基甲酸酯基团的形成。
方法I
在再另一个实施方案中,本发明涉及生产聚合物的方法,其包括方法步骤
a) 提供反应混合物,其含有(i) 含有至少1重量%的异氰酸酯基团的多异氰酸酯组合物A,(ii) 至少一种三聚催化剂B,其是羧酸盐,和(iii) 基于可聚合组合物中的液体成分的总量计至少150 ppm的CO2;和
b) 在80℃至300℃的温度下固化所述反应混合物。
关于反应混合物的成分的上文给出的所有定义也适用于这一实施方案。
优选的是,多异氰酸酯组合物A在至少80重量%,更优选至少90重量%的程度上由低聚多异氰酸酯组成。
还优选的是,方法步骤b)中的固化导致最初存在于多异氰酸酯组合物A中的异氰酸酯基团的至少80%被转化。
还优选的是,反应混合物在方法步骤a)中的提供与方法步骤b)中的固化之间在10℃至40℃的温度下储存至少2小时,更优选至少4小时。上述储存期特别优选为最多20小时。
方法II
在再另一个实施方案中,本发明涉及生产具有增加的凝胶时间的可聚合组合物的方法,其中合并多异氰酸酯组合物A、含三聚催化剂B的催化剂组合物和CO2,其特征在于
a) 在可聚合组合物中实现的CO2浓度为基于可聚合组合物的总量计至少150ppm;和
b) 异氰酸酯反应性化合物仅以这样的量使用,以使得在可聚合组合物中实现至少1.5 : 1.0的异氰酸酯基团与异氰酸酯反应性基团的摩尔比。
在本申请的上文中公开了用于将CO2引入液体的合适方法。
上文给出的所有其它定义同样可用于这一实施方案。如上文所述,CO2可存在于用于生产可聚合组合物的组分之一中,优选在多异氰酸酯组合物中。但是,也可以首先混合多异氰酸酯组合物A和催化剂组合物B,随后,优选在这两种组分添加到彼此中之后最多30分钟内,加入CO2。
在此区分将组分互相合并和将组分混合。在添加后,组分完全存在于一个容器中。但是,它们不需要已形成均匀混合物。相反,在混合后存在均匀混合物。为了实现本发明的优点,优选的是在催化剂组合物和多异氰酸酯组合物A合并后最迟30分钟,存在具有上文规定的最低CO2含量的这两种组分的均匀混合物。
当加入气态CO2时,合并和混合同步发生。当其以干冰形式加入时,则CO2与液体的后续混合是优选的,例如通过搅拌。
在再另一个实施方案中,本发明涉及上文定义的方法用于生产复合材料、灌封物料、漆料、胶粘剂或三维打印部件的用途。
下面的实施例仅用于阐述本发明。它们不应以任何方式限制权利要求书的保护范围。
实施例
一般说明:
除非另行指明,所有的百分比数据是指重量百分比(重量%)。
在进行实验时存在的23℃的环境温度被称为RT(室温)。
下文列出的用于测定相应参数的方法用于进行和评估实施例,并且也是通常用于测定根据本发明的相关参数的方法。
通过DSC测定相变
根据DIN EN 61006用Mettler DSC 12E(Mettler Toledo GmbH, Gießen, DE)借助DSC(差示扫描量热法)测定相变。通过铟和铅的熔融起始温度实施校准。将10毫克物质称出到标准胶囊中。通过以20 K/min的加热速率从-50℃至+200℃的三次加热和随后以320K/min的冷却速率冷却,实施测量。借助液氮实施冷却。所用吹扫气体是氮气。所示值在每种情况下基于第一加热曲线的评估,因为在被研究的反应性体系中,在高温下的测量过程中有可能由于DSC中的温度负荷而发生样品的变化。由在玻璃化转变阶段的半高处的温度获得玻璃化转变温度Tg。
红外光谱的测定
在配有ATR单元的Bruker公司的FT-IR光谱仪上测量红外光谱。
酸值测定
使用根据DIN ISO 2114的方法来测定酸值。
凝胶时间测定
使用来自Gelnorm公司的仪器Geltimer GT-SP 100.50来测定凝胶时间,该仪器具有由钢制成的且长度L=150mm的测量针。
二氧化碳含量的测定
为了测定样品的CO2含量,这根据DIN EN ISO/IEC 17025进行检查。提供的样品通过气相色谱法在相同条件下分析。在此,在具有410 ppm的实测CO2含量的在空气气氛中储存4周的样品用作参考样品。
所有其它样品通过使用质量选择性评估来与对比样品相关联。
起始化合物
多异氰酸酯A1: 来自Covestro AG公司的具有23.0重量%的NCO含量的HDI三聚物(NCO官能度 > 3)。其具有在23℃下大约1200 mPa·s的粘度(DIN EN ISO 3219/A.3)。
多异氰酸酯A2: 来自Covestro AG公司的具有21.0重量%的NCO含量的HDI/IPDI多异氰酸酯。其具有在23℃下大约22500 mPa·s的粘度(DIN EN ISO 3219/A.3)。
乙酸钾以> 99重量%的纯度获自ACROS公司。
聚乙二醇(PEG)400以> 99重量%的纯度获自ACROS公司。
具有10-12%的锌比例的硬脂酸锌获自Sigma-Aldrich公司。
脱模剂INT-1940 RTM获自AXEL PLASTICS公司。
催化剂K1是来自Evonik Industries AG公司的10-30% 2-乙基己酸钾在乙二醇和二乙二醇中的混合物。
玻璃纤维毡: 使用具有82 g/m²的重量的来自P-D INTERGLAS TECHNOLOGIESGmbH公司的90070(US Type 1610)平纹组织玻璃纤维毡。
除催化剂外的所有原料在使用前在真空下脱气,聚乙二醇另外干燥。
催化剂K2的制造:
乙酸钾(5.0克)在室温下在PEG 400(95.0克)中搅拌如此之久,直至全部溶解。这提供乙酸钾在PEG 400中的5重量%溶液,其未经进一步处理即用作催化剂。
反应混合物的制造
除非另行指明,为了聚异氰脲酸酯复合材料的制造,首先通过在来自Hauschild公司的Speedmixer DAC 150.1 FVZ中在23℃下以1500转/分钟混合相应的异氰酸酯组分(A1或A2)与相应量的催化剂(K1-K2)和添加剂120秒来制造异氰酸酯组合物。
然后将一部分混合物转移到模具(金属盖,大约6厘米直径和大约1厘米高度)中并在炉中固化。
使用凝胶计时器研究混合物的剩余部分的凝胶时间。
实施例1
如上所述制造由脱气多异氰酸酯A1(85.0克)、催化剂K2(3.64克)、硬脂酸锌(0.23克)、INT-1940RTM(2.04克)和干冰(9.09克)组成的树脂混合物(酸值: 27.4 mg KOH/g)。在炉中固化提供具有98℃的Tg的固体材料。通过热固化,将在2300至2250 cm-1之间的特征NCO谱带的高度降低至少80%。该树脂混合物在室温下的凝胶时间大于22小时。在室温下敞开储存24小时后,获得在表面上具有胶凝膜的液体材料。
实施例2
如上所述制造由脱气多异氰酸酯A1(44.52克)、催化剂K2(3.81克)、硬脂酸锌(0.24克)、INT-1940RTM(2.14克)和预先制成的脱气多异氰酸酯A1(44.52克)和干冰(4.77克)的混合物组成的树脂混合物。在炉中固化提供具有88℃的Tg的固体材料。通过热固化,将在2300至2250 cm-1之间的特征NCO谱带的高度降低至少80%。该树脂混合物在室温下的凝胶时间大于22小时。在室温下储存24小时后,获得在表面上具有胶凝膜的液体材料。
实施例3
如上所述制造由脱气多异氰酸酯A1(29.22克)、催化剂K2(3.75克)、硬脂酸锌(0.23克)、INT-1940RTM(2.11克)和预先制成的脱气多异氰酸酯A1(58.44克)和干冰(6.25克)的混合物组成的树脂混合物。在炉中固化提供具有93℃的Tg的固体材料。通过热固化,将在2300至2250 cm-1之间的特征NCO谱带的高度降低至少80%。该树脂混合物在室温下的凝胶时间大于22小时。在室温下储存24小时后,获得在表面上具有胶凝膜的液体材料。
实施例4
如上所述制造由脱气多异氰酸酯A1(60.32克)、催化剂K2(3.87克)、硬脂酸锌(0.24克)、INT-1940RTM(2.18克)和预先制成的脱气多异氰酸酯A1(30.16克)和干冰(3.23克)的混合物组成的树脂混合物。在炉中固化提供具有86℃的Tg的固体材料。通过热固化,将在2300至2250 cm-1之间的特征NCO谱带的高度降低至少80%。该树脂混合物在室温下的凝胶时间大于22小时。在室温下储存24小时后,获得在表面上具有胶凝膜的液体材料。
实施例5
如上所述制造由刚打开的多异氰酸酯A1(93.5克)(CO2含量: 88 ppm)、催化剂K2(4.0克)、硬脂酸锌(0.25克)、INT-1940RTM(2.25克)和干冰(0.5克)组成的树脂混合物(混合物的CO2含量: 426 ppm)。该树脂混合物在室温下的凝胶时间大于22小时。在室温下储存24小时后,获得在表面上具有胶凝膜的液体材料。
实施例6
如上所述制造由刚打开的多异氰酸酯A1(93.5克)、催化剂K2(4.0克)、硬脂酸锌(0.25克)、INT-1940RTM(2.25克)和干冰(1.0克)组成的树脂混合物。该树脂混合物在室温下的凝胶时间大于22小时。在室温下储存24小时后,获得在表面上具有胶凝膜的液体材料。
实施例7
刚打开的多异氰酸酯在室温下保持敞开24小时。如上所述制造由在室温下敞开储存24小时的多异氰酸酯A1(93.5克)、催化剂K2(4.0克)、硬脂酸锌(0.25克)和INT-1940RTM(2.25克)组成的树脂混合物(CO2含量: 410 ppm,酸值: 25.7 mg KOH/g)。该树脂混合物在室温下的凝胶时间大于22小时。在室温下储存24小时后,获得在表面上具有胶凝膜的液体材料。
实施例8
如上所述制造由脱气多异氰酸酯A2(93.5克)、催化剂K2(4.0克)、硬脂酸锌(0.25克)、INT-1940RTM(2.25克)和干冰(0.5克)组成的树脂混合物。在炉中固化提供具有148℃的Tg的固体材料。通过热固化,将在2300至2250 cm-1之间的特征NCO谱带的高度降低至少80%。该树脂混合物在室温下的凝胶时间大于22小时。在室温下储存24小时后,获得在表面上具有胶凝膜的液体材料。
实施例9
如上所述制造由脱气多异氰酸酯A1(95.0克)、催化剂K1(1.0克)、硬脂酸锌(0.25克)、INT-1940RTM(2.25克)和干冰(0.5克)组成的树脂混合物。在炉中固化提供具有98℃的Tg的固体材料。通过热固化,将在2300至2250 cm-1之间的特征NCO谱带的高度降低至少80%。该树脂混合物在室温下的凝胶时间大于22小时。在室温下储存24小时后,获得在表面上具有胶凝膜的液体材料。
实施例10
如上所述制造由刚打开的多异氰酸酯A1(93.5克)、硬脂酸锌(0.25克)和INT-1940RTM(2.25克)组成的树脂混合物。该混合物随后用溶解器在1500转/分钟下敞开搅拌10分钟。然后加入催化剂K2(4.0克)并用溶解器在1500转/分钟下敞开搅拌10分钟。该树脂混合物在室温下的凝胶时间大于22小时。在室温下储存24小时后,获得在表面上具有胶凝膜的液体材料。
实施例11
如上所述制造由刚打开的多异氰酸酯A1(93.5克)(CO2含量: 88 ppm,酸值: 24.5mg KOH/g)、催化剂K2(4.0克)、硬脂酸锌(0.25克)、INT-1940RTM(2.25克)和干冰(0.1克)组成的树脂混合物(混合物的CO2含量: 388 ppm)。该树脂混合物在室温下的凝胶时间大于22小时。在室温下储存24小时后,获得具有略微升高的粘度的液体材料。
对比例12
如上所述制造由脱气多异氰酸酯A1(93.5克)、催化剂K2(4.0克)、硬脂酸锌(0.25克)和INT-1940RTM(2.25克)组成的树脂混合物。在炉中固化提供具有93℃的Tg的固体材料。通过热固化,将在2300至2250 cm-1之间的特征NCO谱带的高度降低至少80%。该树脂混合物在室温下的凝胶时间小于22小时。在室温下储存24小时后,获得完全胶凝材料。
对比例13
如上所述制造由刚打开的多异氰酸酯A1(93.5克)(CO2含量: 88 ppm,酸值: 24.5mg KOH/g)、催化剂K2(4.0克)、硬脂酸锌(0.25克)和INT-1940RTM(2.25克)组成的树脂混合物。在炉中固化提供具有93℃的Tg的固体材料。通过热固化,将在2300至2250 cm-1之间的特征NCO谱带的高度降低至少80%。该树脂混合物在室温下的凝胶时间为4小时40分钟。在室温下储存24小时后,获得完全胶凝材料。
对比例14
如上所述制造由脱气多异氰酸酯A2(93.5克)、催化剂K2(4.0克)、硬脂酸锌(0.25克)和INT-1940RTM (2.25克)组成的树脂混合物。在炉中固化提供具有149℃的Tg的固体材料。通过热固化,将在2300至2250 cm-1之间的特征NCO谱带的高度降低至少80%。该树脂混合物在室温下的凝胶时间小于22小时。在室温下储存24小时后,获得完全胶凝材料。
Claims (15)
1.可聚合组合物,其具有至少1.5: 1.0的异氰酸酯基团与异氰酸酯反应性基团的摩尔比,其含有
a) 含有至少1重量%的NCO的多异氰酸酯组合物A,其中多异氰酸酯组合物A中包含的多异氰酸酯在至少80重量%的程度上由低聚多异氰酸酯组成;
b) 至少一种三聚催化剂B,其是羧酸盐;和
c) 基于可聚合组合物的液体成分的总量计至少150 ppm的CO2。
2.如权利要求1中所述的可聚合组合物,其中所述羧酸盐含有鏻、铵或金属离子作为抗衡离子。
3.如权利要求1或2中所述的可聚合组合物,其中所述羧酸盐具有至少3.5和最多5.0的pKa值。
4.如权利要求1至3任一项中所述的可聚合组合物,其中所述多异氰酸酯在最高20重量%的程度上由含有缩二脲基团的低聚物组成。
5.如权利要求1至4任一项中所述的可聚合组合物,其中多异氰酸酯组分A中具有芳族键合的异氰酸酯基团的单异氰酸酯和多异氰酸酯的比例为最高50重量%。
6.如权利要求1至5任一项中所述的可聚合组合物,其中在23℃和最高90 ppm的CO2浓度下,多异氰酸酯组合物A和三聚催化剂B的组合在1至22小时内达到凝胶点。
7.如权利要求1至6任一项中定义的可聚合组合物用于生产聚合物的用途。
8.CO2用于增加具有至少1.5 : 1.0的异氰酸酯基团与异氰酸酯反应性基团的摩尔比的可聚合组合物的适用期的用途,所述组合物含有
a) 含有至少1重量%的NCO的多异氰酸酯组合物A,其中多异氰酸酯组合物A中包含的多异氰酸酯在至少80重量%的程度上由低聚多异氰酸酯组成;和
b) 至少一种三聚催化剂B,其是羧酸盐。
9.如权利要求8中所述的用途,其中当使用本文规定的CO2浓度时,适用期为在最高90ppm的CO2浓度下的至少两倍。
10.生产具有增加的适用期的可聚合组合物的方法,其中合并多异氰酸酯组合物A、含有羧酸盐形式的三聚催化剂B的催化剂组合物和CO2,其中多异氰酸酯组合物A中包含的多异氰酸酯在至少80重量%的程度上由低聚多异氰酸酯组成,其特征在于
a) 在可聚合组合物中实现的CO2浓度为基于可聚合组合物的液体成分的总量计至少150 ppm;和
b) 异氰酸酯反应性化合物仅以这样的量使用,以使得在可聚合组合物中实现至少1.5: 1.0的异氰酸酯基团与异氰酸酯反应性基团的摩尔比。
11.如权利要求10中所述的方法,其中在达到本文规定的CO2浓度时,可聚合组合物的适用期为在最高90 ppm的CO2浓度下的至少两倍。
12.如权利要求10或11中所述的方法,其中通过使用具有合适CO2含量的多异氰酸酯组合物A,达到可聚合组合物的CO2浓度。
13.如权利要求10或11中所述的方法,其中在将多异氰酸酯组合物A和催化剂组合物添加到彼此中之后通过将CO2添加到可聚合组合物中建立可聚合组合物的CO2浓度。
14.如权利要求10至13任一项中所述的方法用于生产复合材料、灌封物料、漆料、胶粘剂或三维打印部件的用途。
15.生产聚合物的方法,其包括方法步骤
a) 提供反应混合物,其含有(i) 含有至少1重量%的异氰酸酯基团的多异氰酸酯组合物A,(ii) 至少一种三聚催化剂B,其是羧酸盐,和(iii) 基于可聚合组合物中的液体成分的总量计至少150 ppm的CO2;和
b) 在80℃至300℃的温度下固化所述反应混合物。
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PCT/EP2020/068438 WO2021004842A1 (de) | 2019-07-08 | 2020-07-01 | Polymerisierbare zusammensetzungen zur herstellung von polyisocyanuratkunststoffen mit verlängerter topfzeit |
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