CN112789309B - 用于环氧树脂胶粘剂的固化剂 - Google Patents
用于环氧树脂胶粘剂的固化剂 Download PDFInfo
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- CN112789309B CN112789309B CN201980064692.7A CN201980064692A CN112789309B CN 112789309 B CN112789309 B CN 112789309B CN 201980064692 A CN201980064692 A CN 201980064692A CN 112789309 B CN112789309 B CN 112789309B
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- amine
- propylene
- curing agent
- epoxy resin
- pentylene
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- 239000002808 molecular sieve Substances 0.000 description 1
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- GBTLMWXVQMOHRC-UHFFFAOYSA-N n'-(1-aminopentan-3-yl)-2-methylpentane-1,5-diamine Chemical compound NCCC(CC)NCCCC(C)CN GBTLMWXVQMOHRC-UHFFFAOYSA-N 0.000 description 1
- IRYWPHGCDAOHJJ-UHFFFAOYSA-N n'-(3-aminopropyl)-2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCNCCCN IRYWPHGCDAOHJJ-UHFFFAOYSA-N 0.000 description 1
- LFEPPILEVCKNJN-UHFFFAOYSA-N n'-(cyclohexylmethyl)ethane-1,2-diamine Chemical compound NCCNCC1CCCCC1 LFEPPILEVCKNJN-UHFFFAOYSA-N 0.000 description 1
- QRNYLVMUJRSIMH-UHFFFAOYSA-N n'-(naphthalen-1-ylmethyl)ethane-1,2-diamine Chemical compound C1=CC=C2C(CNCCN)=CC=CC2=C1 QRNYLVMUJRSIMH-UHFFFAOYSA-N 0.000 description 1
- IZBVZYNGZBUGAZ-UHFFFAOYSA-N n'-[2-(benzylamino)ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCC1=CC=CC=C1 IZBVZYNGZBUGAZ-UHFFFAOYSA-N 0.000 description 1
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- 239000000049 pigment Substances 0.000 description 1
- 229920000962 poly(amidoamine) Polymers 0.000 description 1
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- 229920000573 polyethylene Polymers 0.000 description 1
- 239000011495 polyisocyanurate Substances 0.000 description 1
- 229920005594 polymer fiber Polymers 0.000 description 1
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- 230000009257 reactivity Effects 0.000 description 1
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- 238000007142 ring opening reaction Methods 0.000 description 1
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- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
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- 239000000600 sorbitol Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229920000638 styrene acrylonitrile Polymers 0.000 description 1
- 239000011145 styrene acrylonitrile resin Substances 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920002397 thermoplastic olefin Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical class C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- BHYQWBKCXBXPKM-UHFFFAOYSA-N tris[3-bromo-2,2-bis(bromomethyl)propyl] phosphate Chemical compound BrCC(CBr)(CBr)COP(=O)(OCC(CBr)(CBr)CBr)OCC(CBr)(CBr)CBr BHYQWBKCXBXPKM-UHFFFAOYSA-N 0.000 description 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
- KLNPWTHGTVSSEU-UHFFFAOYSA-N undecane-1,11-diamine Chemical compound NCCCCCCCCCCCN KLNPWTHGTVSSEU-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical class [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/24—Di-epoxy compounds carbocyclic
- C08G59/245—Di-epoxy compounds carbocyclic aromatic
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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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/5006—Amines aliphatic
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
- B32B37/12—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
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- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/5006—Amines aliphatic
- C08G59/502—Polyalkylene polyamines
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- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/5033—Amines aromatic
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
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- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
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- C09J2463/00—Presence of epoxy resin
Abstract
本发明涉及一种用于环氧树脂的固化剂,其包含至少一种式(I)的胺A1和至少一种式(II)的胺A2,其中胺A1与胺A2的重量比在20/1至1/2的范围内。本发明的固化剂具有很低粘度并且不容易起霜。该固化剂能够实现具有良好可加工性,足够长的适用期和开放时间连同快速固化,高强度,低脆性,高附着力,特别是对钢的附着力,和足够高的玻璃化转变温度的低排放环氧树脂胶粘剂。
Description
技术领域
本发明涉及环氧树脂固化剂领域,涉及环氧树脂胶粘剂并涉及其用于粘合,尤其是粘合钢的用途。
背景技术
室温可固化的环氧树脂胶粘剂用于许多应用,例如用于借助钢板增强建筑结构,用于借助混凝土预制件施工,用于固定组件,如栏杆、扶手或门框,或用于维修,如填充边缘、孔洞或接缝。对于在建筑行业中的应用,它们必须在施工现场条件下可用;为此,重要的尤其是易加工性,和在室外环境温度下的可靠和快速固化。此外,它们应该在典型的建筑材料,如混凝土、钢和塑料上具有高强度和附着力。为了具有高附着力,胶粘剂不允许太脆,因为否则尽管粘合力良好,但其甚至在低负荷下也可能碎裂。
来自现有技术的许多环氧树脂胶粘剂含有多胺如三亚乙基四胺或异佛尔酮二胺与芳族环氧树脂的氨基官能加合物作为固化剂。这样的加合物能够实现快速固化和高强度。但这些加合物的单独制备是不方便的并造成高粘度,这使可加工性、填料加载和基底表面的润湿变得困难。但是,从环境技术原因看,用溶剂稀释是不理想的。如果这些胺以非加合形式用作固化剂,则由此获得的材料通常较脆,这表现为降低的强度和附着力。此外,非加合形式的这些胺易于起霜(Blushing),即与空气中的二氧化碳成盐,特别是在寒冷潮湿条件下。
如EP 2,151,461、EP 2,943,464、WO 2016/023839、EP 3,138,863或EP 3,144,335中所述的烷基化胺对起霜明显较不敏感。它们在现有技术中主要用作环氧树脂涂料的固化剂,在此低粘度和低起霜效应倾向特别重要。但是,如果这样的烷基化胺用作环氧树脂胶粘剂的固化剂,则它们导致不足的附着力,尤其是对钢的附着力,和低玻璃化转变温度。
发明内容
发明概述
因此,本发明的一个目的是提供克服了与生产、粘度、起霜、附着力和玻璃化转变温度有关的现有技术的缺点的环氧树脂固化剂。
通过如权利要求1中所述的固化剂实现了这一目的。本发明的固化剂基于至少一种烷基化胺A1和至少一种胺A2的特定组合,所述胺A2是二甲基氨基多亚烷基胺。
本发明的固化剂可容易制备,具有低粘度并且对起霜不敏感。其能够实现获得具有良好可加工性,足够长的适用期和开放时间连同快速固化,高强度连同令人惊奇地高的附着力,尤其是对钢的附着力,和足够高的玻璃化转变温度的低排放环氧树脂胶粘剂。
本发明的进一步方面是进一步的独立权利要求的主题。本发明的特别优选的实施方案是从属权利要求的主题。
实施本发明的方式
本发明提供一种环氧树脂固化剂,其包含至少一种式(I)的胺A1和至少一种式(II)的胺A2
H2N-A-NH-Y (I)
其中
A是任选含有氮原子或环状或芳族部分并具有2至10个碳原子的亚烷基,
Y是具有1至20个碳原子的烷基、环烷基或芳烷基,
x是1或2,且
B代表相同或不同的亚烷基,其选自1,2-亚乙基、1,2-亚丙基和1,3-亚丙基,
其中胺A1和胺A2之间的重量比在20/1至1/2的范围内。
“伯氨基”是指键合到单一有机基团上并带有两个氢原子的氨基;“仲氨基”是指键合到两个有机基团上(其也可一起作为环的一部分)并带有一个氢原子的氨基;且“叔氨基”是指键合到三个有机基团(其中两个或三个也可以是一个或多个环的一部分)上并且不带任何氢原子的氨基。
“胺氢”是指伯和仲氨基的氢原子。
“胺氢当量”是指含有1摩尔当量的胺氢的胺或含胺组合物的质量。
以“多”开头的物质名,如多胺或多环氧化物,是指在形式上每分子含有两个或更多个出现在其名字中的官能团的物质。
“稀释剂”是指可溶于环氧树脂并降低其粘度的物质,其在固化过程中没有化学结合入环氧树脂聚合物中。
“分子量”是指分子的摩尔质量(以g/mol计)。“平均分子量”是指低聚物或聚合物分子的多分散混合物的数均Mn,其通常借助凝胶渗透色谱法(GPC)以聚苯乙烯作为标样测定。
“适用期”是指环氧树脂组合物的可加工性的持续时间,即在组分的混合与经混合的组合物的施加之间的最大可能的时间间隔,在其中所述组合物处于足够自由流动的状态并且能够润湿基底表面。
胶粘剂的“开放时间”是指在胶粘剂的施加与待粘合部件的接合之间的用于实现内聚粘合的最大可能时间间隔。
“室温”是指23℃的温度。
A优选是选自以下的二价基团:1,2-亚乙基、1,2-亚丙基、1,3-亚丙基、1,4-亚丁基、1,3-亚丁基、2-甲基-1,2-亚丙基、1,3-亚戊基、1,5-亚戊基、2,2-二甲基-1,3-亚丙基、1,6-亚己基、2-甲基-1,5-亚戊基、1,7-亚庚基、1,8-亚辛基、2,5-二甲基-1,6-亚己基、1,9-亚壬基、2,2(4),4-三甲基-1,6-亚己基、1,10-亚癸基、1,11-亚十一烷基、2-丁基-2-乙基-1,5-亚戊基、1,12-亚十二烷基、1,2-亚环己基、1,3-亚环己基、1,4-亚环己基、(1,5,5-三甲基环己烷-1-基)甲烷-1,3、4(2)-甲基-1,3-亚环己基、1,3-亚环己基双(亚甲基)、1,4-亚环己基双(亚甲基)、1,3-亚苯基双(亚甲基)、1,4-亚苯基双(亚甲基)、3-氮杂-1,5-亚戊基、3,6-二氮杂-1,8-亚辛基、3,6,9-三氮杂-1,11-亚十一烷基、3-氮杂-1,6-亚己基和3,7-二氮杂-1,9-亚壬基。这些式(I)的胺A1在工业上特别容易获得。
其中优选的是1,2-亚乙基、1,2-亚丙基、2-甲基-1,5-亚戊基、1,2-亚环己基、1,3-亚环己基、1,4-亚环己基、(1,5,5-三甲基环己烷-1-基)甲烷-1,3、4(2)-甲基-1,3-亚环己基、1,3-亚环己基双(亚甲基)、1,4-亚环己基双(亚甲基)、1,3-亚苯基双(亚甲基)、1,4-亚苯基双(亚甲基)、3-氮杂-1,5-亚戊基、3,6-二氮杂-1,8-亚辛基、3,6,9-三氮杂-1,11-亚十一烷基、3-氮杂-1,6-亚己基或3,7-二氮杂-1,9-亚壬基。
更优选地,基团A不含氮原子。这样的固化剂对起霜效应具有特别低的敏感性。
更特别地,A因此是选自以下的二价基团:1,2-亚乙基、1,2-亚丙基、1,3-亚丙基、1,4-亚丁基、1,3-亚丁基、2-甲基-1,2-亚丙基、1,3-亚戊基、1,5-亚戊基、2,2-二甲基-1,3-亚丙基、1,6-亚己基、2-甲基-1,5-亚戊基、1,7-亚庚基、1,8-亚辛基、2,5-二甲基-1,6-亚己基、1,9-亚壬基、2,2(4),4-三甲基-1,6-亚己基、1,10-亚癸基、1,11-亚十一烷基、2-丁基-2-乙基-1,5-亚戊基、1,12-亚十二烷基、1,2-亚环己基、1,3-亚环己基、1,4-亚环己基、(1,5,5-三甲基环己烷-1-基)甲烷-1,3、4(2)-甲基-1,3-亚环己基、1,3-亚环己基双(亚甲基)、1,4-亚环己基双(亚甲基)、1,3-亚苯基双(亚甲基)和1,4-亚苯基双(亚甲基)。
非常特别优选地,A是1,2-亚乙基、1,2-亚丙基或1,3-亚苯基双(亚甲基)。这些式(I)的胺A1具有较低粘度并能够实现具有良好可加工性的胶粘剂。
A尤其优选是1,2-亚乙基或1,2-亚丙基。这些式(I)的胺A1能够实现具有特别低的变黄倾向的胶粘剂。
A最优选是1,2-亚乙基。这些式(I)的胺A1具有特别低的粘度,特别容易获得并能够实现特别快速固化。
Y优选是己基、2-乙基己基、辛基、壬基、癸基、十一烷基、十二烷基或任选取代的1-苯基乙基、2-苯基乙基、苄基、萘基甲基、环己基甲基或2-环己基乙基。
特别优选地,Y是选自2-乙基己基、2-苯基乙基、苄基、1-萘基甲基和环己基甲基的基团。这些式(I)的胺A1具有较低粘度并能够实现高附着力。
非常特别优选地,Y是苄基。这些式(I)的胺A1能够实现特别快速固化和特别高的附着力。
式(I)的胺A1优选选自N-苄基乙-1,2-二胺、N-(1-萘基甲基)乙-1,2-二胺、N-环己基甲基乙-1,2-二胺、N-苄基丙-1,2-二胺、N-苄基-1,3-双(氨基甲基)苯、N-(2-乙基己基)-1,3-双(氨基甲基)苯、N-(2-苯基乙基)-1,3-双(氨基甲基)苯(可作为240获自Mitsubishi Gas Chemical的苯乙烯化1,3-双(氨基甲基)苯的成分)、N-苄基二亚乙基三胺、N-苄基三亚乙基四胺、N-苄基四亚乙基五胺、N'-苄基-N-(3-氨基丙基)乙二胺和N”-苄基-N,N'-双(3-氨基丙基)乙二胺。
最优选的式(I)的胺A1是N-苄基乙-1,2-二胺。这能够实现特别快速固化和特别高的附着力。
优选作为来自至少一种式A(NH2)2的胺用至少一种烷基化剂进行部分烷基化的反应混合物的成分使用式(I)的胺A1。
优选地,该烷基化是还原烷基化,其中所用烷基化剂是醛或酮和氢。
优选在合适的催化剂存在下进行还原烷基化。优选的催化剂是钯/碳(Pd/C)、铂/碳(Pt/C)、Adams催化剂或雷尼镍,尤其是钯/碳或雷尼镍。
当使用分子氢时,优选在压力装置中在5至150巴,尤其是10至100巴的氢气压力下进行还原烷基化。这可在间歇法中或优选在连续法中实施。
优选在40至120℃,尤其是60至100℃的温度下进行还原烷基化。
在小的挥发性二胺,特别例如乙-1,2-二胺或丙-1,2-二胺的情况下,这优选相对于醛或酮以化学计量过量使用,并在烷基化后,从反应混合物中至少部分除去未反应的二胺,尤其是借助汽提。如果希望,反应混合物可随后进一步提纯,尤其是通过借助蒸馏从式(I)的单烷基化胺A1中至少部分脱除相应的二烷基化胺。
x优选是1。
B优选是1,3-亚丙基。
这些式(II)的胺A2在工业上特别容易获得。
式(II)的胺A2优选是3-(3-(二甲基氨基)丙基氨基)丙基胺。
胺A1和胺A2之间的重量比优选在10/1至1/2,更优选5/1至1/1.5,尤其是3/1至1/1.5的范围内。
该固化剂优选包含至少一种附加胺。该固化剂可优选包含两种或更多种下文提到的附加胺的组合。
在本发明的一个优选实施方案中,该固化剂包含至少一种式(III)的胺A3
Y-NH-A-NH-Y (III)
其中A和Y具有已给出的含义。
胺A3优选是来自至少一种式A(NH2)2的胺用至少一种烷基化剂进行部分烷基化的反应混合物的成分,所述反应混合物也包含相应的单烷基化胺A1。
胺A3优选以使得胺A1和胺A3之间的重量比在50/50至95/5,优选65/35至95/5,尤其是70/30至90/10的范围内的量存在。胺A1和胺A3的这种混合物在工业上容易获得并且特别便宜。
更优选地,N-苄基乙-1,2-二胺和N,N'-二苄基乙-1,2-二胺以65/35至95/5,尤其是70/30至90/10范围内的重量比存在。
在本发明的进一步优选的实施方案中,该固化剂包含至少一种胺A4作为附加胺,其是具有至少两个伯氨基的脂族多胺。至少一种胺A4的共同使用能够实现特别高的玻璃化转变温度。
合适的胺A4是脂族、脂环族或芳脂族多胺,尤其是2,2-二甲基丙-1,3-二胺、戊-1,3-二胺(DAMP)、戊-1,5-二胺、1,5-二氨基-2-甲基戊烷(MPMD)、2-丁基-2-乙基戊-1,5-二胺(C11-Neodiamin)、己-1,6-二胺、2,5-二甲基己-1,6-二胺、2,2(4),4-三甲基己-1,6-二胺(TMD)、庚-1,7-二胺,辛-1,8-二胺、壬-1,9-二胺、癸-1,10-二胺、十一烷-1,11-二胺、十二烷-1,12-二胺、1,2-、1,3-或1,4-二氨基环己烷、1,3-双(氨基甲基)环己烷、1,4-双(氨基甲基)环己烷、双(4-氨基环己基)甲烷、双(4-氨基-3-甲基环己基)甲烷、双(4-氨基-3-乙基环己基)甲烷、双(4-氨基-3,5-二甲基环己基)甲烷、双(4-氨基-3-乙基-5-甲基环己基)甲烷、1-氨基-3-氨基甲基-3,5,5-三甲基环己烷(异佛尔酮二胺或IPDA)、2(4)-甲基-1,3-二氨基环己烷、2,5(2,6)-双(氨基甲基)双环[2.2.1]庚烷(NBDA)、3(4),8(9)-双(氨基甲基)三环[5.2.1.02,6]癸烷、1,4-二氨基-2,2,6-三甲基环己烷(TMCDA)、薄荷烷-1,8-二胺、3,9-双(3-氨基丙基)-2,4,8,10-四氧杂螺环[5.5]十一烷、1,3-双(氨基甲基)苯(MXDA)、1,4-双(氨基甲基)苯、双(2-氨基乙基)醚、3,6-二氧杂辛烷-1,8-二胺、4,7-二氧杂癸烷-1,10-二胺、4,7-二氧杂癸烷-2,9-二胺、4,9-二氧杂十二烷-1,12-二胺、5,8-二氧杂十二烷-3,10-二胺、4,7,10-三氧杂十三烷-1,13-二胺或这些二胺的更高级低聚物、双(3-氨基丙基)聚四氢呋喃或其它聚四氢呋喃二胺、来自1,4-二羟甲基环己烷的丙氧基化和随后胺化的含醚基团的脂环族二胺,其尤其可作为RFD-270获得(来自Huntsman),或聚氧化烯二-或-三胺,尤其是/>D-230、/>D-400、/>D-2000、EDR-104、/>EDR-148、/>EDR-176、/>T-403、/>T-3000、/>T-5000(都来自Huntsman),或来自BASF或Nitroil的相应的胺,或尤其是多亚烷基胺,如双(6-氨基己基)胺(BHMT)、二亚乙基三胺(DETA)、三亚乙基四胺(TETA)、四亚乙基五胺(TEPA)、五亚乙基六胺(PEHA)或线性多亚乙基胺的更高级同系物、二亚丙基三胺(DPTA)、N-(2-氨基乙基)丙-1,3-二胺(N3胺)、N,N'-双(3-氨基丙基)乙二胺(N4胺)、N,N'-双(3-氨基丙基)-1,4-二氨基丁烷、N5-(3-氨基丙基)-2-甲基戊-1,5-二胺、N3-(3-氨基戊基)戊-1,3-二胺、N5-(3-氨基-1-乙基丙基)-2-甲基戊-1,5-二胺、N,N'-双(3-氨基-1-乙基丙基)-2-甲基戊-1,5-二胺,或上述多胺或其它多胺与环氧化物或环氧树脂的加合物,尤其是与二环氧化物或单环氧化物的加合物,或多酰氨基胺,尤其是一元或多元羧酸或其酯或酐,尤其是二聚脂肪酸与化学计算过量使用的脂族、脂环族或芳族多胺,尤其是多亚烷基胺,例如DETA或TETA的反应产物,或曼尼希碱,尤其是酚醛胺(Phenalkamine),即酚(尤其是腰果酚)与醛(尤其是甲醛)和多胺的反应产物。
胺A4优选选自TMD、1,2-、1,3-或1,4-二氨基环己烷、1,3-双(氨基甲基)环己烷、1,4-双(氨基甲基)环己烷、双(4-氨基环己基)甲烷、IPDA、2(4)-甲基-1,3-二氨基环己烷、MXDA、多亚烷基胺,这些或其它多胺与单或二环氧化物的加合物,和曼尼希碱。
在这些中,优选的是IPDA或MXDA或其与至少一种环氧树脂的加合物。
在这些中,特别优选的是多亚烷基胺,尤其是TETA、TEPA、PEHA、N4胺或BHMT,或其与至少一种环氧树脂的加合物。这样的固化剂能够实现特别高的附着力和特别高的玻璃化转变温度。
该固化剂可含有两种或更多种胺A4的组合。
该固化剂任选包含至少一种稀释剂。
合适的尤其是二甲苯、2-甲氧基乙醇、二甲氧基乙醇、2-乙氧基乙醇、2-丙氧基乙醇、2-异丙氧基乙醇、2-丁氧基乙醇、2-苯氧基乙醇、2-苄氧基乙醇、苄醇、乙二醇、乙二醇二甲醚、乙二醇二乙醚、乙二醇二丁醚、乙二醇二苯醚、二乙二醇、二乙二醇单甲醚、二乙二醇单乙醚、二乙二醇单正丁基醚、二乙二醇二甲醚、二乙二醇二乙醚、二乙二醇二正丁基醚、丙二醇丁醚、丙二醇苯醚、二丙二醇、二丙二醇单甲醚、二丙二醇二甲醚、二丙二醇二正丁基醚、二苯基甲烷、二异丙基萘、石油馏分,例如类型(来自Exxon),烷基酚,如叔丁基酚、壬基酚、十二烷基酚、腰果酚(来自腰果壳油,其含有3-(8,11,14-十五碳三烯基)酚作为主要成分)、苯乙烯化酚、双酚、芳族烃树脂,尤其是含有酚基团的类型,烷氧基化酚,尤其是乙氧基化或丙氧基化酚,尤其是2-苯氧基乙醇、己二酸酯、癸二酸酯、邻苯二甲酸酯、苯甲酸酯、有机磷酸酯或磺酸酯或磺酰胺。
优选的稀释剂具有大于200℃的沸点。
稀释剂优选选自苄醇、苯乙烯化酚、乙氧基化酚、含有酚基团的芳族烃树脂,尤其是类型LS 500、LX 200、LA 300或LA 700(来自Rütgers)、二异丙基萘和腰果酚。
含有酚基团的稀释剂也显示作为加速剂的作用。
该固化剂任选包含至少一种加速剂。
合适的加速剂是加速氨基与环氧基之间的反应的物质,尤其是酸或可水解成酸的化合物,尤其是有机羧酸,如乙酸、苯甲酸、水杨酸、2-硝基苯甲酸、乳酸,有机磺酸,如甲磺酸、对甲苯磺酸或4-十二烷基苯磺酸、磺酸酯,其它有机或无机酸,特别例如磷酸,或上述酸和酸酯的混合物,硝酸盐,特别例如硝酸钙;叔胺,特别例如1,4-二氮杂双环[2.2.2]辛烷、苄基二甲基胺、α-甲基苄基二甲基胺、三乙醇胺、二甲基氨基丙基胺,咪唑,特别例如N-甲基咪唑、N-乙烯基咪唑或1,2-二甲基咪唑,这些叔胺的盐、季铵盐,特别例如苄基三甲基氯化铵,脒,特别例如1,8-二氮杂双环[5.4.0]十一碳-7-烯,胍,特别例如1,1,3,3-四甲基胍,酚,尤其是双酚、酚醛树脂或曼尼希碱,特别例如2-(二甲基氨基甲基)酚、2,4,6-三(二甲基氨基甲基)酚,或由酚、甲醛和N,N-二甲基丙-1,3-二胺形成的聚合物,亚磷酸酯,特别例如亚磷酸二-或三苯基酯,或具有巯基的化合物。
优选的加速剂是酸、硝酸盐、叔胺或曼尼希碱。
特别优选的是水杨酸或硝酸钙或2,4,6-三(二甲基氨基甲基)酚或其组合。
本发明进一步提供一种环氧树脂组合物,其包含
–树脂组分,其包含至少一种环氧树脂,和
–固化剂组分,其包含上述固化剂,该固化剂包含至少一种式(I)的胺A1和至少一种式(II)的胺A2,其中胺A1和胺A2之间的重量比在20/1至1/2的范围内。
合适的环氧树脂以已知方式获得,尤其获自烯烃的氧化或表氯醇与多元醇、多酚或胺的反应。
合适的环氧树脂尤其是芳族环氧树脂,尤其是以下组分的缩水甘油醚:
–双酚A、双酚F或双酚A/F,其中A代表丙酮且F代表甲醛,它们充当用于制备这些双酚的反应物。在双酚F的情况下,也可存在位置异构体,尤其衍生自2,4'-或2,2'-羟苯基甲烷。
–二羟基苯衍生物,如间苯二酚、氢醌或邻苯二酚;
–其它双酚或多酚,如双(4-羟基-3-甲基苯基)甲烷、2,2-双(4-羟基-3-甲基苯基)丙烷(双酚C)、双(3,5-二甲基-4-羟苯基)甲烷、2,2-双(3,5-二甲基-4-羟苯基)丙烷、2,2-双(3,5-二溴-4-羟苯基)丙烷、2,2-双(4-羟基-3-叔丁基苯基)丙烷、2,2-双(4-羟苯基)丁烷(双酚B)、3,3-双(4-羟苯基)戊烷、3,4-双(4-羟苯基)己烷、4,4-双(4-羟苯基)庚烷、2,4-双(4-羟苯基)-2-甲基丁烷、2,4-双(3,5-二甲基-4-羟苯基)-2-甲基丁烷、1,1-双(4-羟苯基)环己烷(双酚Z)、1,1-双(4-羟苯基)-3,3,5-三甲基环己烷(双酚TMC)、1,1-双(4-羟苯基)-1-苯基乙烷、1,4-双[2-(4-羟苯基)-2-丙基]苯(双酚P)、1,3-双[2-(4-羟苯基)-2-丙基]苯(双酚M)、4,4'-二羟基二苯基(DOD)、4,4'-二羟基二苯甲酮、双(2-羟基萘-1-基)甲烷、双(4-羟基萘-1-基)甲烷、1,5-二羟基萘、三(4-羟苯基)甲烷、1,1,2,2-四(4-羟苯基)乙烷、双(4-羟苯基)醚或双(4-羟苯基)砜;
–酚醛清漆树脂,尤其是苯酚或甲酚与甲醛或低聚甲醛或乙醛或巴豆醛或异丁醛或2-乙基己醛或苯甲醛或糠醛的缩合产物;
–芳族胺,如苯胺、甲苯胺、4-氨基酚、4,4'-亚甲基二苯基二胺、4,4'-亚甲基二苯基二(N-甲基)胺、4,4'-[1,4-亚苯基双(1-甲基乙叉基)]双苯胺(双苯胺P)或4,4'-[1,3-亚苯基双(1-甲基乙叉基)]双苯胺(双苯胺M)。
另外合适的环氧树脂是脂族或脂环族多环氧化物,尤其是
–以下物质的缩水甘油醚:饱和或不饱和、支链或直链、环状或开链的双官能、三官能或四官能C2至C30醇,尤其是乙二醇、丙二醇、丁二醇、己二醇、辛二醇、聚丙二醇、二羟甲基环己烷、新戊二醇、二溴新戊二醇、蓖麻油、三羟甲基丙烷、三羟甲基乙烷、季戊四醇、山梨糖醇或甘油,或烷氧基化甘油或烷氧基化三羟甲基丙烷;
–氢化双酚A、F或A/F液体树脂,或氢化双酚A、F或A/F的缩水甘油化产物;
–酰胺或杂环氮碱的N-缩水甘油基衍生物,如氰脲酸三缩水甘油酯或异氰脲酸三缩水甘油酯,或表氯醇与乙内酰脲的反应产物。
–来自烯烃(特别例如乙烯基环己烯、二环戊二烯、环己二烯、环十二碳二烯、环十二碳三烯、异戊二烯、1,5-己二烯、丁二烯、聚丁二烯或二乙烯基苯)的氧化的环氧树脂。
该环氧树脂优选是液体树脂或含有两种或更多种液体环氧树脂的混合物。
“液体环氧树脂”是指具有低于25℃的玻璃化转变温度的工业聚环氧化物。
该树脂组分任选另外含有一定比例的固体环氧树脂。
该环氧树脂尤其是基于双酚,特别是双酚A二缩水甘油醚和/或双酚F二缩水甘油醚的液体树脂,如可购自例如Olin、Huntsman或Momentive。这些液体树脂具有对环氧树脂而言低的粘度并能够实现快速固化和高硬度。它们可能含有一定比例的双酚A固体树脂或酚醛清漆缩水甘油醚。
该树脂组分可含有反应性稀释剂。
优选的反应性稀释剂是含有环氧基团的反应性稀释剂,尤其是丁二醇二缩水甘油醚、己二醇二缩水甘油醚、三羟甲基丙烷二-或三缩水甘油醚、苯基缩水甘油醚、甲酚基缩水甘油醚、愈创木酚缩水甘油醚、4-甲氧基苯基缩水甘油醚、对-正丁基苯基缩水甘油醚、对-叔丁基苯基缩水甘油醚、4-壬基苯基缩水甘油醚、4-十二烷基苯基缩水甘油醚、腰果酚缩水甘油醚、苄基缩水甘油醚、烯丙基缩水甘油醚、丁基缩水甘油醚、己基缩水甘油醚、2-乙基己基缩水甘油醚或天然醇的缩水甘油醚,特别例如C8-至C10-或C12-至C14-或C13-至C15-烷基缩水甘油醚。
该环氧树脂组合物优选含有至少一种选自稀释剂、加速剂和填料的附加成分。
合适的加速剂是已提到的那些,尤其是水杨酸、硝酸钙或2,4,6-三(二甲基氨基甲基)酚或其组合。
合适的稀释剂是已提到的那些,尤其是具有大于200℃的沸点的那些。
稀释剂优选选自苄醇、苯乙烯化酚、乙氧基化酚、含有酚基团的芳族烃树脂,尤其是类型LS 500、LX 200、LA 300或LA 700(来自Rütgers)、二异丙基萘和腰果酚。
该环氧树脂组合物优选仅含低含量的稀释剂。其优选含有少于10重量%,更优选少于5重量%,尤其少于1重量%的稀释剂。这能够实现获得低排放或无排放的环氧树脂产品。
合适的填料特别是研磨或沉淀碳酸钙(其任选被脂肪酸,特别是硬脂酸盐(酯)涂布)、重晶石、滑石、石英粉、石英砂、碳化硅、铁云母、白云石、硅灰石、高岭土、云母(硅酸铝钾)、分子筛、氧化铝、氢氧化铝、氢氧化镁、二氧化硅、水泥、石膏、飞灰、炭黑、石墨、金属粉末(如铝、铜、铁、锌、银或钢)、PVC粉末或空心珠。
优选的是碳酸钙、石英粉和石英砂。
该环氧树脂组合物任选包含附加辅助剂和添加剂,特别是以下物质:
–反应性稀释剂,特别是上文已提到的那些,或环氧化大豆油或亚麻籽油、含乙酰乙酸酯基团的化合物,特别是乙酰乙酰化多元醇、丁内酯、碳酸酯、醛、异氰酸酯或具有反应性基团的有机硅;
–溶剂;
–附加的胺,尤其是单胺,特别例如苄胺或糠胺,或芳族多胺,特别例如4,4'-、2,4'和/或2,2'-二氨基二苯基甲烷、2,4-和/或2,6-甲苯二胺、3,5-二甲基硫代-2,4-甲苯二胺和/或3,5-二甲基硫代-2,6-甲苯二胺、3,5-二乙基-2,4-甲苯二胺和/或3,5-二乙基-2,6-甲苯二胺;
–具有巯基的化合物,特别是液体硫醇封端多硫化物聚合物、硫醇封端聚氧化烯醚、硫醇封端聚氧化烯衍生物、硫代羧酸的聚酯、2,4,6-三巯基-1,3,5-三嗪、三乙二醇二硫醇或乙二硫醇;
–聚合物,特别是聚酰胺、聚硫化物、聚乙烯醇缩甲醛(PVF)、聚乙烯醇缩丁醛(PVB)、聚氨酯(PUR)、具有羧基的聚合物、聚酰胺、丁二烯-丙烯腈共聚物、苯乙烯-丙烯腈共聚物、丁二烯-苯乙烯共聚物、不饱和单体(特别选自乙烯、丙烯、丁烯、异丁烯、异戊二烯、乙酸乙烯酯或(甲基)丙烯酸烷基酯)的均聚物或共聚物,特别是氯磺化聚乙烯或含氟聚合物或磺酰胺改性的三聚氰胺;
–纤维,特别是玻璃纤维、碳纤维、金属纤维、陶瓷纤维或聚合物纤维,如聚酰胺纤维或聚乙烯纤维;
–颜料,特别是二氧化钛、铁的氧化物或氧化铬(III);
–流变改性剂,特别是增稠剂或抗沉降剂;
–附着力改进剂,特别是有机烷氧基硅烷;
–阻燃物质,特别是已提到的填料氢氧化铝或氢氧化镁、三氧化锑、五氧化二锑、硼酸(B(OH)3)、硼酸锌、磷酸锌、硼酸三聚氰胺、氰尿酸三聚氰胺;多聚磷酸铵、磷酸三聚氰胺、焦磷酸三聚氰胺、多溴化二苯基氧化物或二苯醚,磷酸酯,特别例如磷酸二苯基甲苯基酯、间苯二酚双(二苯基磷酸酯)、间苯二酚二磷酸酯低聚物、四苯基间苯二酚二亚磷酸酯、乙二胺二磷酸酯、双酚A双(二苯基磷酸酯)、磷酸三(氯乙基)酯、磷酸三(氯丙基)酯、磷酸三(二氯异丙基)酯、磷酸三[3-溴-2,2-双-(溴甲基)丙基]酯、四溴双酚A、双酚A的双(2,3-二溴丙基醚)、溴化环氧树脂、亚乙基双(四溴邻苯二甲酰亚胺)、亚乙基双(二溴降冰片烷二甲酰亚胺)、1,2-双(三溴苯氧基)乙烷、三(2,3-二溴丙基)异氰脲酸酯、三溴酚、六溴环十二烷、双(六氯环戊二烯基)环辛烷或氯化石蜡;或
–添加剂,尤其是分散石蜡、成膜辅助剂、润湿剂、流平剂、消泡剂、除气剂、抗氧化、热、光或紫外线辐射的稳定剂,或杀生物剂。
在环氧树脂组合物中,对环氧基呈反应性的基团的数量与环氧基的数量的比率优选在0.5至1.5,特别是0.7至1.2的范围内。
环氧树脂组合物中存在的伯氨基和仲氨基和任选存在的对环氧基呈反应性的其它基团与环氧基反应,以导致其开环(加成反应)。主要由于这种反应,该组合物聚合并由此固化。
环氧树脂组合物的树脂组分和固化剂组分储存在彼此分开的容器中。环氧树脂组合物的其它成分可作为树脂组分或固化剂组分的成分存在;其中对环氧基呈反应性的其它成分优选是固化剂组分的成分。同样可能的是,其它成分作为自身的其他组分存在。
适用于储存树脂组分或固化剂组分的容器尤其是圆桶、密封的铁皮容器、袋、提桶、罐、盒或管。所述组分可储存,意味着它们可在其使用前储存几个月至1年或更久,而没有在与它们的使用相关的程度上发生它们各自性质的任何变化。为了使用环氧树脂组合物,在施加前不久或在施加过程中将组分互相混合。优选选择树脂组分和固化剂组分之间的混合比,以使固化剂组分的对环氧基呈反应性的基团与树脂组分的环氧基处于如上所述的合适比率。以重量份计,树脂组分和固化剂组分之间的混合比通常在1:10至10:1的范围内。
借助合适的方法混合组分;这种混合可以连续或分批进行。如果不是刚好在施加前混合,则必须注意在组分的混合与施加之间没有经过太多时间并且在适用期内进行施加。尤其在环境温度(其通常在大约5至40℃,优选大约10至35℃的范围内)下实施混合。
如上所述,通过化学反应的固化开始于所述两种组分的混合。固化通常在0至150℃的温度下进行。其优选在环境温度下进行并通常持续几天至几周。持续时间尤其取决于温度、成分的反应性及其化学计量,并取决于加速剂的存在。
将环氧树脂组合物施加到至少一个基底上,其中以下物质特别合适:
–玻璃、玻璃陶瓷、混凝土、砂浆、水泥找平层、纤维水泥、砖、瓦、石膏或天然石材,如花岗岩或大理石;
–基于PCC(聚合物改性水泥砂浆)或ECC(环氧树脂改性水泥砂浆)的修复或流平配混料;
–金属或合金,如铝、铁、钢、铜、其它有色金属,包括表面精整的金属或合金,如镀锌或镀铬金属;
–柏油或沥青;
–皮革、纺织品、纸、木材、用树脂,如酚醛树脂、三聚氰胺树脂或环氧树脂粘结的木质材料、树脂-织物复合材料或其它所谓的聚合物复合材料;
–塑料,如硬质和软质PVC、聚碳酸酯、聚苯乙烯、聚酯、聚酰胺、PMMA、ABS、SAN、环氧树脂、酚醛树脂、PUR、POM、TPO、PE、PP、EPM或EPDM,在每种情况下未处理或例如借助等离子体、电晕或火焰进行表面处理;
–纤维增强塑料,如碳纤维增强塑料(CFK)、玻璃纤维增强塑料(GFK)和片状模塑料(SMC);
–绝缘泡沫,尤其是由EPS、XPS、PUR、PIR、岩棉、玻璃棉或泡沫玻璃制成;
–涂布或上漆的基底,尤其是上漆的瓷砖、涂布的混凝土、粉末涂布的金属或合金或上漆的金属片;
–涂料、色漆或清漆,尤其是已用进一步的地板覆盖层罩涂的涂布地板。
如果需要,基底可在施加前预处理,尤其是通过物理和/或化学清洁法或施加活化剂或底漆。
从所述环氧树脂组合物的固化获得经固化的组合物。
所述环氧树脂组合物优选用作胶粘剂、密封剂、包封化合物、浇铸树脂、涂料、底漆或作为纤维复合材料,特别例如CFK或GFK的基体。术语“涂料”也涵盖底漆、饰面漆、清漆和密封剂。
特别优选使用所述环氧树脂组合物作为胶粘剂。在这种情况下,在混合组分后,其通常具有糊状稠度,其具有结构粘性。在施加时,将经混合的胶粘剂在适用期内施加到至少一个待粘合的基底上并在胶粘剂的开放时间内接合基底以形成粘结结合体。
尤其借助刷、辊、抹刀、刮刀或镘刀或从管、盒或计量装置施加或涂布经混合的胶粘剂。
胶粘剂特别适用于建筑行业,尤其用于借助钢薄片或由碳纤维增强的复合塑料(CFK)制成的薄片增强建筑结构、用于含有粘合的混凝土预制件的构造,尤其是桥梁或混凝土塔,例如用于风力涡轮机、竖井、管道或隧道,或用于含有粘合的天然石材、陶瓷元件或由纤维水泥、钢、铸铁、铝、木材或聚酯制成的部件的构造,用于将销钉或钢筋锚固在钻孔中,用于例如扶手、栏杆或门框的固定,用于维修,特别是例如在混凝土修复中边缘、孔洞或接缝的填充,或用于将由聚氯乙烯(PVC)、柔韧化的聚烯烃或附着改进的氯磺化聚乙烯/>制成的膜粘合到混凝土或钢上。
进一步的应用领域涉及在建筑或制造行业中的结构粘合,尤其作为粘结砂浆、装配胶粘剂、增强胶粘剂(例如特别用于将由CFK或钢制成的薄片粘合到混凝土、砖砌体或木材上)、作为元件胶粘剂(例如用于桥梁元件)、夹层元件胶粘剂、外立面元件胶粘剂、增强胶粘剂、车身胶粘剂或风力涡轮机的转子叶片的半壳胶粘剂。
这样的环氧树脂胶粘剂同样适用于填充空腔,如裂缝、裂纹或钻孔,其中将胶粘剂填充或注射到空腔中并在固化后将其填满,并以力配合(kraftschlüssig)方式将空腔的侧面互相结合或粘合。
本发明进一步提供一种粘合方法,其包括以下步骤:
(i)混合所述环氧树脂组合物的组分,
(ii)在适用期内将经混合的组合物施加到
–至少一个待粘合的基底上并在开放时间内连接基底以形成粘合体,
–或多个基底之间的空腔或间隙内并任选地在开放时间内将锚件插入空腔或间隙中,
接着固化经混合的组合物。
“锚件”在此更特别是指钢筋、螺杆或螺栓。锚件尤其胶粘入或锚固在墙、壁、天花板或地基中,以使其一部分以力配合方式结合且其一部分伸出,并可经受施工荷载。
可粘合相同或不同的基底。
由所述环氧树脂组合物的施加和固化,或由该粘合方法,得到制品。这种制品可以是建筑结构或其部件,尤其是地上或地下建筑的建筑结构、桥梁、屋顶、楼梯、阳台,或其可以是工业品或消费品,尤其是码头、海上平台或风力涡轮机的转子叶片,或交通工具,尤其例如汽车、货车、轨道车辆、船舶、飞机或直升飞机,或它们的可安装组件。
本发明因此进一步提供由所述用途或所述粘合方法获得的制品。
所述环氧树脂组合物具有有利的性质。其还甚至不用稀释剂也具有良好的可加工性,具有长适用期和开放时间连同快速固化,并固化产生高强度、低脆性、高附着力和足够高的玻璃化转变温度的材料。用其粘合的制品也经得住强的机械负荷和风化导致的负荷。
具体实施方式
实施例
下面给出实施例,它们意在更详细阐明所述发明。本发明当然不限于这些描述的实施例。
“AHEW”代表胺氢当量。
“EEW”代表环氧当量。
“标准气候条件”(“NK”)是指23±1℃的温度和50±5%的相对空气湿度。
测量方法的描述:
在恒温的Rheotec RC30锥板粘度计(圆锥直径50mm、锥角1°、锥尖-板距离0.05mm、剪切速率10s-1)上测量粘度。
借助滴定(用在乙酸中的0.1N HClO4,相对于结晶紫)测定胺值。
所用物质和缩写:
-30(A) />-30组分A,结构环氧树脂胶粘剂的石英填充的树脂组分,含有双酚A二缩水甘油醚和丁-1,4-二醇二缩水甘油醚,EEW大约700g/eq(来自Sika)
B-EDA N-苄基乙-1,2-二胺,如下所述制备,AHEW 50g/eq
DMAPAPA 3-(3-(二甲基氨基)丙基氨基)丙基胺,AHEW 53g/eq(DMAPAPA,来自Arkema)。
TEPA 四亚乙基五胺,AHEW大约30g/eq(技术级,来自Huntsman)
BHMT 技术级品质的双(6-氨基己基)胺,纯度在50重量%至78重量%的范围内,AHEW大约48g/eq(BHMT Amine(50-78%),来自Invista)
石英粉 粒度0至75μm
石英砂 粒度0.1至0.3mm
沉淀白垩硬脂酸酯涂布的沉淀白垩(U1S2,来自Solvay)
B-EDA是式(I)的胺A1。DMAPAPA是式(II)的胺A2。
N-苄基乙-1,2-二胺(B-EDA):
在氮气气氛下在室温下向圆底烧瓶中初始装入180.3克(3摩尔)1,2-乙二胺。在良好搅拌下,逐滴缓慢加入106.0克(1摩尔)苯甲醛在1200毫升异丙醇中的溶液,并将混合物再搅拌2小时。反应混合物然后在具有Pd/C固定床催化剂的连续操作氢化装置中,在80巴的氢气压力、80℃的温度和5ml/min的流量下氢化。为了监测反应,使用红外光谱检查在大约1665cm-1的亚胺谱带是否消失。此后,该氢化溶液在旋转蒸发器上在65℃下浓缩,在此除去未反应的1,2-乙二胺、水和异丙醇。由此获得的反应混合物是具有678mg KOH/g的胺值的澄清的带浅黄色液体。其中50克在80℃下在真空下蒸馏,在此在60至65℃的蒸气温度和0.06毫巴下收集31.3克馏出物。获得具有在20℃下8.3mPa·s的粘度、750mg KOH/g的胺值和>97%的通过GC测定的纯度的无色液体。
环氧树脂胶粘剂的制备:
实施例1至11:
对于每个实施例,借助离心混合机(SpeedMixerTM DAC 150,FlackTek Inc.),以所示量(按重量份)混合表1至2中所示的固化剂组分的成分并在排除湿气的条件下储存。
所用树脂组分是以表1和2中指定的量(按重量份)的-30组分A(来自Sika)。
对于每个实施例,随后借助离心混合机加工所述树脂组分和固化剂组分以产生均匀糊料并立即对其进行如下测试:
在标准气候条件下通过如下方式测定适用期:每5分钟借助抹刀移动经混合的胶粘剂,直至胶粘剂已变稠到其不再可加工的程度。
通过如下方式测定机械性质:将经混合的胶粘剂在标准气候条件下施加到有机硅模具中并固化以获得具有10mm的厚度和150mm的长度的哑铃形试棒,其中80mm的腹板长度和10mm的腹板宽度。在7天固化时间后从模具中取出拉伸试棒,并使用这些根据EN ISO 527在1mm/min的拉伸速率下测定拉伸强度和断裂伸长率。
在哑铃形试棒上评估表面的特性,以测定在固化过程中暴露于空气的面上的机械性质。不粘表面被称为“光滑”,发粘表面被称为“粘性”。发粘表面是起霜的指示。
通过制造多个粘结结合体,测量在钢上的搭接剪切强度(LSS钢),其中将经混合的胶粘剂以0.5mm的层厚度施加在两个用庚烷脱脂的钢板之间,其重叠的粘合面积为10×25mm。在标准气候条件下的7天储存时间后,根据DIN EN 1465在10mm/min的拉伸速率下测定搭接剪切强度。
通过制造多个粘结结合体,测量在碳纤维复合材料(CFK)上的搭接剪切强度(LSSCFK),其中将经混合的胶粘剂以0.5mm的层厚度施加在两个用庚烷脱脂的S512薄片之间,其重叠粘合面积为10×50mm。在标准气候条件下的7天储存时间后,如所述测定搭接剪切强度。
通过如下方式测定压缩强度:将经混合的胶粘剂在标准气候条件下施加在有机硅模具中以获得尺寸12.7×12.7×25.4mm的长方体并将它们在标准气候条件下固化。在7天后,从模具中取出几个这样的长方体并根据ASTM D695在1.3mm/min的测试速度下压缩直到破坏,其中在每种情况下读取在最大力下的压缩强度值。
用Mettler Toledo DSC 3+700仪器和下列测量程序,在已在标准气候条件下储存14天的经固化的胶粘剂样品上,借助DSC测定Tg值(玻璃化转变温度):(1)-10℃持续2min、(2)以10K/min的加热速率从-10至200℃(=第1次运行)、(3)以-50K/min的冷却速率从200至-10℃、(4)-10℃持续2min、(5)以10K/min的加热速率从-10至180℃(=第2次运行)。
结果报道在表1至2中。
标有"(Ref.)"的实施例是对比例。
表1:实施例1至6的组成和性质。
1胺A1和胺A2之间的重量比
表2:实施例7至11的组成和性质。
1胺A1和胺A2之间的重量比。
Claims (15)
1.一种环氧树脂固化剂,其包含至少一种式(I)的胺A1和至少一种式(II)的胺A2
H2N-A-NH-Y (I)
其中
A是选自以下的二价基团:1,2-亚乙基、1,2-亚丙基、1,3-亚丙基、1,4-亚丁基、1,3-亚丁基、2-甲基-1,2-亚丙基、1,3-亚戊基、1,5-亚戊基、2,2-二甲基-1,3-亚丙基、1,6-亚己基、2-甲基-1,5-亚戊基、1,7-亚庚基、1,8-亚辛基、2,5-二甲基-1,6-亚己基、1,9-亚壬基、2,2(4),4-三甲基-1,6-亚己基、1,10-亚癸基、1,11-亚十一烷基、2-丁基-2-乙基-1,5-亚戊基和1,12-亚十二烷基,
Y是具有1至20个碳原子的芳烷基,
x是1或2,且
B代表相同或不同的亚烷基,其选自1,2-亚乙基、1,2-亚丙基和1,3-亚丙基,
其中胺A1和胺A2之间的重量比在20/1至1/1的范围内。
2.如权利要求1中所述的固化剂,其特征在于A是1,2-亚乙基或1,2-亚丙基。
3.如权利要求1或2中所述的固化剂,其特征在于Y是选自2-苯基乙基、苄基和1-萘基甲基的基团。
4.如权利要求1或2中所述的固化剂,其特征在于式(I)的胺A1是N-苄基乙-1,2-二胺。
5.如权利要求1或2中所述的固化剂,其特征在于式(II)的胺A2是3-(3-(二甲基氨基)丙基氨基)丙基胺。
6.一种环氧树脂固化剂,其包含至少一种式(I)的胺A1和至少一种式(II)的胺A2
H2N-A-NH-Y (I)
其中
A是选自以下的二价基团:1,2-亚乙基、1,2-亚丙基、1,3-亚丙基、1,4-亚丁基、1,3-亚丁基、2-甲基-1,2-亚丙基、1,3-亚戊基、1,5-亚戊基、2,2-二甲基-1,3-亚丙基、1,6-亚己基、2-甲基-1,5-亚戊基、1,7-亚庚基、1,8-亚辛基、2,5-二甲基-1,6-亚己基、1,9-亚壬基、2,2(4),4-三甲基-1,6-亚己基、1,10-亚癸基、1,11-亚十一烷基、2-丁基-2-乙基-1,5-亚戊基和1,12-亚十二烷基,
Y是具有1至20个碳原子的芳烷基,
x是1或2,且
B代表相同或不同的亚烷基,其选自1,2-亚乙基、1,2-亚丙基和1,3-亚丙基,
其中胺A1和胺A2之间的重量比在20/1至1/1的范围内,其特征在于其包含至少一种附加胺。
7.如权利要求6中所述的固化剂,其特征在于所述附加胺是式(III)的胺A3
Y-NH-A-NH-Y (III)。
8.如权利要求6中所述的固化剂,其特征在于所述附加胺是胺A4,其是具有至少两个伯氨基的脂族多胺。
9.如权利要求8中所述的固化剂,其特征在于胺A4是多亚烷基胺。
10.一种环氧树脂组合物,其包含
-树脂组分,其包含至少一种环氧树脂和
-固化剂组分,其包含一种环氧树脂固化剂,该环氧树脂固化剂包含至少一种式(I)的胺A1和至少一种式(II)的胺A2
H2N-A-NH-Y (I)
其中
A是选自以下的二价基团:1,2-亚乙基、1,2-亚丙基、1,3-亚丙基、1,4-亚丁基、1,3-亚丁基、2-甲基-1,2-亚丙基、1,3-亚戊基、1,5-亚戊基、2,2-二甲基-1,3-亚丙基、1,6-亚己基、2-甲基-1,5-亚戊基、1,7-亚庚基、1,8-亚辛基、2,5-二甲基-1,6-亚己基、1,9-亚壬基、2,2(4),4-三甲基-1,6-亚己基、1,10-亚癸基、1,11-亚十一烷基、2-丁基-2-乙基-1,5-亚戊基和1,12-亚十二烷基,
Y是具有1至20个碳原子的芳烷基,
x是1或2,且
B代表相同或不同的亚烷基,其选自1,2-亚乙基、1,2-亚丙基和1,3-亚丙基,
其中胺A1和胺A2之间的重量比在20/1至1/1的范围内。
11.如权利要求10中所述的环氧树脂组合物,其特征在于所述环氧树脂固化剂包含如权利要求1-9中任一项所述的固化剂。
12.如权利要求10或11中所述的环氧树脂组合物,其特征在于所述环氧树脂组合物包含至少一种选自稀释剂、加速剂和填料的附加成分。
13.如权利要求10-12中任一项所述的环氧树脂组合物作为胶粘剂、密封剂、包封化合物、浇铸树脂、涂料、底漆或作为纤维复合材料的基体的用途。
14.一种粘合方法,其包括以下步骤:
(i)混合如权利要求10-12中任一项所述的环氧树脂组合物的组分,
(ii)在适用期内将经混合的组合物施加到
-待粘合的基底中的至少一个上并在开放时间内将基底接合以形成粘合体,
-或多个基底之间的空腔或间隙内并任选地在开放时间内将锚件插入所述空腔或间隙中,
接着固化经混合的组合物。
15.由如权利要求13中所述的用途或如权利要求14中所述的方法获得的制品。
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US2739981A (en) * | 1952-08-26 | 1956-03-27 | American Home Prod | Diamines and salts thereof |
DE2853752A1 (de) * | 1977-12-23 | 1979-10-31 | Jenoptik Jena Gmbh | Verfahren zur herstellung von optik-klebstoffen auf der basis von epoxid-polyadditionsprodukten |
CN104884496A (zh) * | 2013-01-08 | 2015-09-02 | Sika技术股份公司 | 用于低排放环氧树脂产品的固化剂 |
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