CN114651096A - 用于织造或缝合织物的浸渍树脂 - Google Patents
用于织造或缝合织物的浸渍树脂 Download PDFInfo
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- CN114651096A CN114651096A CN202080065060.5A CN202080065060A CN114651096A CN 114651096 A CN114651096 A CN 114651096A CN 202080065060 A CN202080065060 A CN 202080065060A CN 114651096 A CN114651096 A CN 114651096A
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- Prior art keywords
- amine
- bis
- resin
- impregnating resin
- woven
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- 239000011347 resin Substances 0.000 title claims abstract description 110
- 229920005989 resin Polymers 0.000 title claims abstract description 109
- 239000004744 fabric Substances 0.000 title claims abstract description 66
- 239000004848 polyfunctional curative Substances 0.000 claims abstract description 43
- 238000000034 method Methods 0.000 claims abstract description 28
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 18
- 239000003822 epoxy resin Substances 0.000 claims abstract description 15
- 230000003014 reinforcing effect Effects 0.000 claims abstract description 7
- 150000001412 amines Chemical class 0.000 claims description 60
- -1 1, 2-ethylene, 1, 2-propylene, 2-methyl-1, 2-propylene, 1, 3-pentylene Chemical group 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 28
- ACYBVNYNIZTUIL-UHFFFAOYSA-N n'-benzylethane-1,2-diamine Chemical compound NCCNCC1=CC=CC=C1 ACYBVNYNIZTUIL-UHFFFAOYSA-N 0.000 claims description 12
- 229920000768 polyamine Polymers 0.000 claims description 12
- 239000000945 filler Substances 0.000 claims description 9
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
- 229920000049 Carbon (fiber) Polymers 0.000 claims description 6
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- 239000004917 carbon fiber Substances 0.000 claims description 6
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- 229920001451 polypropylene glycol Polymers 0.000 claims description 5
- 150000003141 primary amines Chemical group 0.000 claims description 5
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- JUHORIMYRDESRB-UHFFFAOYSA-N benzathine Chemical compound C=1C=CC=CC=1CNCCNCC1=CC=CC=C1 JUHORIMYRDESRB-UHFFFAOYSA-N 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 4
- 238000003825 pressing Methods 0.000 claims description 4
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 claims description 3
- AMNPXXIGUOKIPP-UHFFFAOYSA-N [4-(carbamothioylamino)phenyl]thiourea Chemical compound NC(=S)NC1=CC=C(NC(N)=S)C=C1 AMNPXXIGUOKIPP-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 125000001033 ether group Chemical group 0.000 claims description 3
- QEXJEJPSPOSZIS-UHFFFAOYSA-N 1-n-benzylpropane-1,2-diamine Chemical compound CC(N)CNCC1=CC=CC=C1 QEXJEJPSPOSZIS-UHFFFAOYSA-N 0.000 claims description 2
- XUCHXOAWJMEFLF-UHFFFAOYSA-N bisphenol F diglycidyl ether Chemical compound C1OC1COC(C=C1)=CC=C1CC(C=C1)=CC=C1OCC1CO1 XUCHXOAWJMEFLF-UHFFFAOYSA-N 0.000 claims description 2
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- LFEPPILEVCKNJN-UHFFFAOYSA-N n'-(cyclohexylmethyl)ethane-1,2-diamine Chemical compound NCCNCC1CCCCC1 LFEPPILEVCKNJN-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 3
- 230000002787 reinforcement Effects 0.000 abstract description 17
- 239000004567 concrete Substances 0.000 abstract description 8
- 125000003277 amino group Chemical group 0.000 abstract description 4
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- 239000010410 layer Substances 0.000 description 16
- 238000002156 mixing Methods 0.000 description 13
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- 239000000463 material Substances 0.000 description 11
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- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 8
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 8
- 229910052799 carbon Inorganic materials 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 8
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 6
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000010276 construction Methods 0.000 description 5
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- QLBRROYTTDFLDX-UHFFFAOYSA-N [3-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCCC(CN)C1 QLBRROYTTDFLDX-UHFFFAOYSA-N 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 4
- 150000004985 diamines Chemical class 0.000 description 4
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 4
- 125000003700 epoxy group Chemical group 0.000 description 4
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000011229 interlayer Substances 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 description 3
- KUAUJXBLDYVELT-UHFFFAOYSA-N 2-[[2,2-dimethyl-3-(oxiran-2-ylmethoxy)propoxy]methyl]oxirane Chemical compound C1OC1COCC(C)(C)COCC1CO1 KUAUJXBLDYVELT-UHFFFAOYSA-N 0.000 description 3
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 description 3
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- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
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- 238000000113 differential scanning calorimetry Methods 0.000 description 2
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
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- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 description 2
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Classifications
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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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/55—Epoxy resins
-
- 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
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Abstract
本发明的主题是增强构建结构的方法,其中使用包含含有至少一种环氧树脂的树脂组分和含有至少一种式(I)的胺的硬化剂组分的浸渍树脂浸渍织造或缝合的织物,所述织造或缝合织物包裹和/或粘附到构建的结构上。本发明的方法优选用于提高建筑物的地震安全性,作为混凝土内部缺失的增强物的替代,用于提高建筑结构的强度和延展性或用于增加有效载荷。它使得能够应用具有低气味的无排放浸渍树脂,其具有长的开放时间和能良好地渗透到织物中,显示快速和可靠的固化而没有雾浊的倾向,并且形成干燥、非粘性的表面。固化的浸渍树脂具有高强度、高玻璃化转变温度和良好的粘合性质,使得增强结构能够具有良好的耐久性和长期稳定性。
Description
技术领域
用于织造或缝合织物的环氧浸渍树脂,其用于包裹或粘附到构建的结构上以用于增强目的。
现有技术
在环境温度下通过胺硬化剂固化的环氧树脂组合物在建筑工业中广泛用作浸渍树脂、涂料或粘合剂。用作浸渍树脂的实例是建筑结构如混凝土柱或桥的增强体,其中织造或缝合织物用浸渍树脂浸渍并包裹和/或粘附到待增强的结构上。这种加固方式对于升级建造的结构尤其有用,例如通过结构加固或约束加固来改善抗震或增加应力的抵抗力。用于这种应用的浸渍树脂需要满足特殊要求。首先,它必须具有足够低的粘度以能够完全渗透织造或缝合的织物,具有触变稠度以在垂直或架空结构上可操作而不滴落或流下。出于生态学原因,其应基本上不含溶剂和稀释剂以实现低排放或无排放的产品。此外,它需要长的开放时间以使得能够安装在大的表面和/或复杂的几何形状上,以及在环境室外条件下快速且可靠的固化。此外,它应该高度耐雾浊(blusing),以提供清洁、干燥和不粘的表面,从而允许它以良好的层间粘合性被覆盖。这对于基本上不含稀释剂的低粘度、长开放时间的体系来说是特别难以实现的。雾浊是指胺硬化剂与来自空气的二氧化碳形成盐,尤其是在寒冷和潮湿的条件下。最后,固化的浸渍树脂需要表现出高强度和模量、高抗蠕变性、高玻璃化转变温度(Tg)、干燥、不粘的表面和对混凝土、砖石建筑和其它结构材料的优异粘合性。
现有技术的环氧粘合剂通常基于含有与环氧树脂的加合物的胺硬化剂。这种硬化剂具有减少的胺气味并显示出改进的抗雾浊性,但它们的粘度对于织造或缝合织物的良好渗透性而言太高。
现有技术浸渍树脂通常基于含有慢反应特种二胺如2,2(4),4-三甲基-1,6-己二胺(TMD)的硬化剂。它们具有低粘度并提供合理长的开放时间,但相当昂贵、恶臭且极易雾浊,尤其是在寒冷和潮湿的室外条件下。为了改善施加在其上的其它层或涂层的粘附构建,可以用水冲洗固化的浸渍织物,以便从表面除去一些胺盐,但这是麻烦且耗时的操作,不能保证成功。
基于烷基化的胺的硬化剂描述于例如US 10,301,423或US 2019/048127中。它们通常用于涂料应用,特别是工业地板,因为它们具有良好的抗雾浊性并且能够使涂料具有高表面质量。
发明概述
本发明的任务是提供一种用于环氧浸渍树脂的硬化剂,所述环氧浸渍树脂用于增强具有织造或缝合织物的构建结构,其克服了现有技术解决方案的缺点,特别是在气味、织物润湿、开放时间、固化速度和抗雾浊性方面。
该任务通过权利要求1的方法来实现,其中使用含有至少一种式(I)的胺的硬化剂组分。式(I)的胺是具有一个伯胺基和一个仲胺基的单烷基化的胺。特别地,它是苄基化胺,优选N-苄基-1,2-乙二胺。
该硬化剂具有低气味和低粘度。它能够容易地与环氧树脂混合,并且能够很好地渗透穿过织造或缝合织物,特别是碳纤维织物,例如C、C、C或C(均来自Sika),以及具有长的开放时间、快速和可靠的固化,以及在固化后具有干燥不粘的表面、高强度、高Tg和对混凝土、钢、碳纤维增强塑料和其它结构材料的极好的粘附性。
本发明的方法能够使用无排放和低气味的浸渍树脂进行,与基于2,2(4),4-三甲基-1,6-己二胺(TMD)的用于此目的现有技术硬化剂相比,其具有令人惊讶的良好的透过织造或缝合织物的渗透性,以及更长的开放时间和更快的固化和更少的雾浊。本发明的硬化剂能够增强构建的结构,其不需要冲洗固化表面以除去由雾浊效应引起的粘性覆盖物,从而能够实现良好的层间粘附。
本发明的其它方面在其它独立权利要求中描述。本发明的优选方面在从属权利要求中描述。
发明详述
本发明的主题是增强构建的结构的方法,其中将浸渍树脂用于浸渍织造或缝合的织物,其包裹和/或粘附到构建的结构上,所述浸渍树脂包含:
–包含至少一种环氧树脂的树脂组分,和
–包含至少一种式(I)的胺的硬化剂组分,
H2N-A-NH-Y (I)
其中
A是二价的C2-C15的亚烷基、亚环烷基或芳基亚烷基,其任选含有一个或多个氮原子或醚基,和
Y是C1-C12的烷基、环烷基或芳烷基,
其中基团A所连接的两个氮原子被至少两个碳原子隔开,并且式(I)的胺总共含有至少8个碳原子。
以“多/聚”开始的物质名称,例如多胺或多环氧化物,是指每个分子携带两个或更多个相应官能团的物质。
术语“伯胺基团”是指仅与一个有机部分连接并带有两个氢的胺基团;术语“仲胺基团”是指连接到两个有机部分的胺基团,其也可以是环的一部分,并且携带一个氢;和术语“叔胺基”是指与三个有机部分连接的胺基,其中两个或三个也可以是一个或多个环的一部分,并且不携带氢。
术语“胺氢”是指伯和仲胺基的氢。
术语“胺氢当量”是指胺或含胺组合物的质量,其含有一摩尔当量的胺氢。
术语“分子量”是指分子的摩尔质量(以克每摩尔给出)。术语“平均分子量”是指低聚或聚合分子的多分散混合物的数均分子量Mn。它通常通过凝胶渗透色谱法(GPC)以聚苯乙烯为标样测定。
在本文中,术语“室温”是指23℃的温度。
术语“胶凝时间”是指混合多组分组合物和组合物胶凝之间的时间。
术语“开放时间”是指在混合多组分组合物之后的时间段,在该时间段期间组合物能够完全渗透织造或缝合的织物。
浸渍树脂的硬化剂组分包含至少一种式(I)的胺。
优选地,A选自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)的胺衍生自商业上可良好获得的伯二胺。
优选地,A不含氮原子。这种式(I)的胺能够实现特别好的耐雾浊性。
优选地,A是二价C2-C10的亚烷基、亚环烷基或芳基亚烷基。
特别地,A选自1,2-亚乙基、1,2-亚丙基、2-甲基-1,2-亚丙基、1,3-亚戊基、1,2-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)。
更优选地,A选自1,2-亚乙基、1,2-亚丙基和1,3-亚苯基-双(亚甲基)。
最优选地,A是1,2-亚乙基。这些式(I)的胺具有特别低的粘度,特别经济,并且能够在长开放时间内特别快地固化。
优选地,Y是CH2-X,其中X是H或C1至C11烷基、环烷基、芳基或芳基-烷基。这种式(I)的胺能够特别快地固化。
优选地,Y选自甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基、正戊基、3-甲基-丁-2-基、己基、4-甲基戊-2-基、2-乙基己基、辛基、壬基、癸基、十一烷基、十二烷基和任选取代的1-苯基乙基-、2-苯基乙基-、苄基-、萘基甲基-、环己基甲基-和2-环己基乙基-部分。
更优选Y具有6-12个碳原子。
特别地,Y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。
最优选地,Y是苄基。这种式(I)的胺能够在低温下特别快地固化,并且雾浊倾向特别低。
式(I)的胺优选选自N-苄基-1,2-乙二胺、N-(1-萘甲基)-1,2-乙二胺、N-环己基甲基-1,2-乙二胺、N-苄基-1,2-丙二胺、N-苄基-双(氨基甲基)-1,3-苯、N-(2-乙基己基)-双(氨基甲基)-1,3-苯和N-(2-苯基乙基)-双(氨基甲基)-1,3-苯。
最优选的式(I)的胺是N-苄基-1,2-乙二胺。该胺能够实现长开放时间和快速固化以及低雾浊倾向和低气味的特别良好的组合。
式(I)的胺优选是至少一种式H2N-A-NH2的胺与至少一种烷基化剂部分烷基化得到的反应混合物的一部分。烷基化优选是用醛或酮,优选用醛,和氢的还原性烷基化,优选在合适的催化剂存在下进行,例如碳负载的钯(Pd/C)、碳负载的铂(Pt/C)、Adams-催化剂或雷尼镍,特别是碳负载的钯或雷尼镍。用分子氢的还原性烷基化优选在5-150巴、优选10-100巴的氢压下,以间歇法或连续法,在40-120℃、优选60-100℃的温度下进行。
如果式H2N-A-NH2的胺是小的挥发性胺如1,2-乙二胺或1,2-丙二胺,则优选以对醛或酮化学计量过量的量使用该胺,然后在氢化后优选通过蒸馏法从反应混合物中至少部分除去过量的胺。
任选地,反应混合物被进一步纯化,特别是通过式(I)的单烷基化的胺的塔顶蒸馏,在此期间它至少部分地从相应的二烷基化的胺除去。
优选地,本发明的硬化剂组分含有有限量的式A(NH-Y)2的二烷基化的胺。优选地,式(I)的单烷基化胺与式A(NH-Y)2的二烷基化胺之间的重量比在70/30至100/0、更优选80/20至100/0的范围内。如此低量的二烷基化胺使得能够快速固化并且在技术上容易获得。
在本发明的优选实施方案中,硬化剂组分基本上不含式A(NH-Y)2的二烷基化胺。优选地,式(I)的胺的纯度大于95重量%。这种硬化剂能够特别快地固化。
在本发明的另一个优选实施方案中,硬化剂组分包含重量比为70/30到95/5、优选80/20到95/5的式(I)的胺和式A(NH-Y)2的二烷基化的胺。这种硬化剂特别良好获得并且特别成本有效。
优选的硬化剂组分含有N-苄基-1,2-乙二胺和N,N'-二苄基-1,2-乙二胺的混合物,其重量比为70/30到95/5、优选80/20到95/5。
在本发明的优选实施方案中,硬化剂组分还含有至少一种具有至少两个伯胺基团的胺。
具有至少两个伯胺基的合适的胺是脂族、脂环族或芳脂族的多胺,特别是2,2-二甲基-1,3-丙二胺、1,3-戊二胺(DAMP)、1,5-戊二胺、1,5-二氨基-2-甲基戊烷(MPMD)、2-丁基-2-乙基-1,5-戊二胺(C11-新二胺)、1,6-己二胺、2,5-二甲基-1,6-己二胺、2,2(4),4-三甲基-1,6-己二胺(TMD)、1,7-庚二胺、1,8-辛二胺、1,9-壬二胺、1,10-癸二胺、1,11-十一烷二胺、1,12-十二烷二胺、1,2-、1,3-或1,4-二氨基环己烷、1,3-双(氨甲基)环己烷、1,4-双(氨甲基)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)、1,8-薄荷烷二胺、3,9-双(3-氨基丙基)-2,4,8,10-四氧杂螺[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-1,8-二胺、4,7-二氧杂癸-1,10-二胺、4,7-二氧杂癸-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、或这些二胺的高级低聚物、双(3-氨基丙基)聚四氢呋喃或其他聚四氢呋喃二胺、聚氧亚烷基多胺,特别是D-230、D-400、D-2000、EDR-104、EDR-148、EDR-176、T-403、T-3000或T-5000(均来自Huntsman)、二(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)或其高级同系物、二亚丙基三胺(DPTA)、N-(2-氨基乙基)-1,3-丙二胺(N3-胺)、N,N'-二(3-氨基丙基)乙二胺(N4-胺)、N,N'-二(3-氨基丙基)-1,4-二氨基丁烷、N5-(3-氨基丙基)-2-甲基-1,5-戊二胺、N3-(3-氨基戊基)-1,3-戊二胺、N5-(3-氨基-1-乙基丙基)-2-甲基-1,5-戊二胺或N,N'-双(3-氨基-1-乙基丙基)-2-甲基-1,5-戊二胺。
优选的胺选自TMD、1,2-二氨基环己烷、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、NBDA、MXDA、1,4-双(氨基甲基)苯、聚氧亚烷基多胺、TETA、TEPA、PEHA、N4-胺及其混合物。
优选的是IPDA、2(4)-甲基-1,3-二氨基环己烷、NBDA、聚氧亚烷基多胺、TETA、TEPA、PEHA或N4-胺。
在本发明的优选实施方案中,硬化剂组分含有至少一种平均分子量Mn为200-500g/mol的聚氧亚丙基多胺,例如D-230、D-400或T-403(均来自Huntsman)。优选地,硬化剂中式(I)的胺和聚氧亚丙基多胺之间的重量比为50/50到99/1、优选60/40到90/10。如此量的聚氧亚丙基多胺可以有助于在仍然快速固化下实现特别长的开放时间。
在本发明的另一个优选实施方案中,硬化剂含有至少一种聚亚烷基多胺,特别选自TETA、TEPA、PEHA和N4-胺,优选以少量含有。
优选地,在硬化剂中式(I)的胺和聚亚烷基多胺之间的重量比为70/30到99/1、优选80/20到95/5。如此少量的聚亚烷基多胺可有助于实现更快的固化,同时雾浊的倾向仍然低。
本发明浸渍树脂的树脂组分包含至少一种环氧树脂。
环氧树脂优选为液体环氧树脂或两种或更多种液体环氧树脂的混合物。
术语“液体环氧树脂”是指工业级的聚环氧化物,其玻璃化转变温度低于25℃。
任选地,包含至少一种液态环氧树脂的树脂组分可进一步含有少量的固态环氧树脂。
特别合适的环氧树脂是芳族环氧树脂,特别是以下的缩水甘油基化产物:
–双酚A、双酚F或双酚A/F;
–间苯二酚、对苯二酚或邻苯二酚;
–其他的双酚或多酚,例如双(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-羟基苯基)甲烷、2,2-双(3,5-二甲基-4-羟基苯基)丙烷、2,2-双(3,5-二溴-4-羟基苯基)丙烷、2,2-双(4-羟基-3-叔丁基苯基)丙烷、2,2-双(4-羟基苯基)丁烷(双酚B)、3,3-双(4-羟基苯基)戊烷、3,4-双(4-羟基苯基)己烷、4,4-双(4-羟基苯基)庚烷、2,4-双(4-羟基苯基)-2-甲基丁烷、2,4-双(3,5-二甲基-4-羟基苯基)-2-甲基丁烷、1,1-双(4-羟基苯基)环己烷(双酚Z)、1,1-双(4-羟基苯基)-3,3,5-三甲基环己烷(双酚TMC)、1,1-双(4-羟基苯基)-1-苯基乙烷、1,4-双[2-(4-羟基苯基)-2-丙基]苯(双酚P)、1,3-双[2-(4-羟基苯基)-2-丙基]苯(双酚M)、4,4'-二羟基联苯(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-羟基苯基)甲烷、1,1,2,2-四(4-羟基苯基)乙烷、双(4-羟基苯基)醚或双(4-羟基苯基)砜;
–酚醛清漆,其优选是苯酚或甲酚与甲醛、低聚甲醛、乙醛、巴豆醛、异丁醛、2-乙基己醛、苯甲醛或糠醛的缩合产物;
–芳族胺,例如苯胺、甲苯胺、4-氨基苯酚、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-二(1-甲基亚乙基)]二苯胺(二苯胺P)或4,4'-[1,3-亚苯基-二(1-甲基亚乙基)]二苯胺(二苯胺M)。
合适的液体环氧树脂是其它脂族或环脂族多环氧化物,特别是:
–二、三或四官能的C2-至C30-醇,特别是乙二醇、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、山梨糖醇或甘油的缩水甘油醚,或烷氧基化甘油或烷氧基化三羟甲基丙烷的缩水甘油醚;
–氢化双酚A、F或A/F液体树脂,或氢化双酚A、F或A/F的缩水甘油基化产物;
–酰胺或杂环氮碱的N-缩水甘油基衍生物,例如三缩水甘油基氰尿酸酯或三缩水甘油基异氰尿酸酯,或表氯醇与乙内酰脲的反应产物;
–来自烯烃氧化的环氧树脂,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。
树脂组分的环氧树脂优选为基于双酚的芳族液体环氧树脂。特别是工业级双酚A、F或A/F二缩水甘油醚。这些树脂是低粘度的,并且能够快速固化和高硬度。
任选地,树脂组分含有少量的固体双酚A树脂或酚醛清漆缩水甘油醚。
优选地,树脂组分含有至少一种基于双酚A二缩水甘油醚、双酚F二缩水甘油醚或双酚A/F二缩水甘油醚的液体树脂。
优选地,树脂组分还含有至少一种反应性稀释剂,特别是环氧官能反应性稀释剂,特别选自丁二醇二缩水甘油醚、新戊二醇二缩水甘油醚、己二醇二缩水甘油醚、环己烷二甲醇二缩水甘油醚、三羟甲基丙烷二或三缩水甘油醚、苯基缩水甘油醚、甲苯基缩水甘油醚、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和天然醇如C8-C10醇、C12-C14醇和C13-C15醇的缩水甘油醚。
优选的是丁二醇二缩水甘油醚、新戊二醇二缩水甘油醚、己二醇二缩水甘油醚、对叔丁基苯基缩水甘油醚、C12-C14或C13-C15烷基缩水甘油醚,或其混合物。
本发明的浸渍树脂可以含有其它成分。这些其它成分是树脂组分的一部分或硬化剂组分的一部分或树脂和硬化剂组分两者的一部分,或者它们可以以其它单独组分的形式使用。
优选地,本发明的浸渍树脂包含至少一种填料。
特别合适的填料是碳酸钙,任选地用脂肪酸表面处理、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、分子筛、氧化铝、氢氧化铝、氢氧化镁、二氧化硅、水泥、石膏、粉煤灰、炭黑、石墨、金属粉末、PVC粉末或中空球和/或颜料如二氧化钛或铁氧化物。
优选的填料是碳酸钙,特别是表面处理的沉淀碳酸钙。表面处理的沉淀碳酸钙能够在仍然低的粘度下实现触变稠度。
基于总浸渍树脂计,浸渍树脂优选含有10至60重量%、特别是20至50重量%的填料。
优选地,树脂组分和硬化剂组分两者都含有一定量的这些填料。
优选地,树脂组分含有10至60重量%、特别是20至50重量%的填料,基于总树脂组分计。
优选地,硬化剂组分含有10-60重量%的填料,特别是20-50重量%,基于总硬化剂组分计。
本发明的浸渍树脂可进一步含有至少一种稀释剂。
特别合适的稀释剂是二甲苯、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、二乙二醇单正丁醚、二乙二醇二甲醚、二乙二醇二乙醚、二乙二醇二正丁醚、丙二醇丁醚、丙二醇苯基醚、二丙二醇、二丙二醇单甲醚、二丙二醇二甲醚、二丙二醇二正丁醚、二苯基甲烷、二异丙基萘、石油馏分例如级(来自Exxon)、腰果酚(来自腰果壳油,含有作为主要成分的3-(8,11-十五二烯基)苯酚)、苯乙烯化苯酚、双酚、芳香烃树脂,特别是含有酚基团的那些,烷氧基化的苯酚、特别是乙氧基化或丙氧基化的苯酚,特别是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。
优选的是沸点大于200℃的稀释剂。
特别优选的是选自苄醇、乙氧基化苯酚、二异丙基萘和腰果酚的稀释剂。
优选地,浸渍树脂仅含有少量稀释剂或基本上不含稀释剂。优选地,它含有小于10重量%、更优选小于5重量%、特别小于1重量%的非反应性稀释剂。
本发明的浸渍树脂可进一步含有至少一种促进剂。
特别合适的促进剂是酸或可水解成酸的化合物,更特别地是有机羧酸如乙酸、苯甲酸、水杨酸、2-硝基苯甲酸或乳酸,有机磺酸如甲磺酸、对甲苯磺酸或4-十二烷基苯磺酸,磺酸酯如对甲苯磺酸甲酯,或磷酸;硝酸盐,例如硝酸钙;叔胺如1,4-二氮杂双环[2.2.2]辛烷、苄基二甲胺、α-甲基苄基二甲胺、三乙醇胺、二甲基氨基丙胺,咪唑如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,季铵盐如苄基三甲基氯化铵,脒如1,8-二氮杂双环[5.4.0]十一碳-7-烯,胍如1,1,3,3-四甲基胍,酚醛树脂或曼尼希碱如2-(二甲基氨基甲基)苯酚或特别是2,4,6-三(二甲基氨基甲基)苯酚,或得自苯酚、甲醛和N,N-二甲基-1,3-丙二胺的聚合物,亚磷酸酯如二苯基或三苯基亚磷酸酯,或含有巯基的化合物。
优选的促进剂选自水杨酸、对甲苯磺酸、对甲苯磺酸甲酯、硝酸钙、2,4,6-三(二甲基氨基甲基)苯酚及其组合。
本发明的浸渍树脂可含有其它添加剂,特别是其它反应性稀释剂,例如环氧化大豆油、环氧化亚麻子油、乙酰乙酸化多元醇、丁内酯、碳酸酯、醛、异氰酸酯或具有反应性基团的硅酮、溶剂、其它胺、具有巯基的物质、聚合物、热解法二氧化硅、中空玻璃球、流变改性剂、粘附促进剂例如有机烷氧基硅烷、阻燃剂、表面活性剂,抗氧化、抗热、光或UV辐射的稳定剂,或杀生物剂。
在浸渍树脂中,对环氧基有反应活性的基团(主要是胺氢)的数目与环氧基的数目的比率优选在0.5至1.5的范围内,特别是0.7至1.2。
胺氢与组合物中存在的环氧基反应,后者开环(加成反应)。主要由于该反应,浸渍树脂发生聚合并因此固化。
浸渍树脂的树脂组分和硬化剂组分各自储存在它们自己的容器中。其它成分可以是树脂组分或硬化剂组分的一部分,而对胺具有反应性的成分是树脂组分的一部分,而对环氧化物具有反应性的成分是硬化剂组分的一部分。
用于储存树脂组分或硬化剂组分的合适容器特别是筒、提桶、囊、桶、罐、料盒或管。
每种组分在储存时是稳定的。这意味着它可以在使用前保持几个月至一年或更长时间,而不会在与其使用相关的任何程度上改变其性质。
对于浸渍树脂的使用,在施用之前不久或施用过程中,将树脂组分、硬化剂组分和如果存在的其它组分彼此混合。优选选择混合比,使得胺氢和环氧基彼此处于合适的比例,如前所述那样。以重量份计,树脂组分和硬化剂组分之间的混合比通常在1:10至10:1的范围内。通常,其在1:1至10:1的范围内。通过合适的方法将各组分彼此混合。混合优选在环境温度或稍升高的温度下进行,特别是在5至40℃、优选10至30℃的范围内。环氧树脂组合物的固化通过如上所述的组分混合时的化学反应开始。固化通常在环境温度下进行,优选在5-40℃范围内。固化时间取决于包括温度、反应成分的反应性和它们的化学计量量以及促进剂是否存在在内的因素。
优选将浸渍树脂施加到构建的结构上,并在浸渍树脂的开放时间内将织造或缝合织物压入其中。还可以首先用浸渍树脂浸渍织造或缝合织物,然后使浸渍织物与构建的结构接触。
在混合之后,浸渍树脂优选具有低粘性的触变稠度,以便允许在垂直或架空结构上施加而不向下流或滴落,并且仍然允许容易地渗透压入织造或缝合织物。
在混合各组分十分钟后,浸渍树脂优选具有在25℃下通过锥/板流变仪测定的1-20Pa·s、优选2-12Pa·s的粘度。
优选通过辊、刮刀、抹刀、刷子或油漆刷将浸渍树脂施加到构建的结构上。也可以使用喷涂。
优选地,取决于构建结构的表面和预期将其渗透的织造或缝合织物的厚度,浸渍树脂以0.1至2mm、特别是0.2至1.2mm的层厚度施加。
与浸渍树脂一起使用的织造或缝合织物可以是具有多孔结构的任何平织或缝合织物,所施加的浸渍树脂可以渗透穿过该织物。为了实现构建结构的良好增强,织造或缝合织物优选地由具有高抗撕裂性和韧性的材料制成。
优选地,织造或缝合的织物主要由碳纤维制成。优选地,基于织物的总重量计,织造或缝合的织物含有至少50重量%、更优选至少75重量%、特别是至少90重量%的碳纤维。它可以包含其它材料,特别地选自聚酯、热塑性聚合物、玻璃纤维、环氧树脂粉末及其混合物。
优选地,织造或缝合的织物是单向机织碳纤维织物,可能含有至多10重量%的其它材料。
优选地,织造或缝合织物的面密度为100-1,000g/m2、优选150-600g/m2、尤其是200-400g/m2。
优选地,织造或缝合织物的厚度在0.1至0.5mm的范围内,特别是0.1至0.3mm。
为了用于增强构建的结构,可以例如用剪刀、刀或锯将织造或缝合织物切割成合适的尺寸。
织造或缝合织物通常在浸渍树脂的开放时间内与所施加的浸渍树脂接触并压入其中,使得浸渍树脂渗透穿过织物。优选通过戴有合适手套的手,或通过辊、刮刀、刷子或任何其它工具,或其组合,压入所施加的浸渍树脂中。
在将织物压入所施加的浸渍树脂中之后,使浸渍树脂固化。
根据所构建结构的所需增强程度,可以有益地施加另一层浸渍树脂,然后将另一层织造或缝合织物压入其中。
可以用涂料或涂层覆盖经增强的结构。
如果固化的浸渍树脂被覆涂,则非常有益的是,固化的浸渍树脂的表面是干燥的、非粘性的并且没有由雾浊现象形成的盐的任何覆盖物,以允许良好的层间粘附而没有任何耗时的预处理,例如冲洗、洗涤或清洁表面或用底漆或粘合促进剂处理它。
也可以在仍然湿润的浸渍树脂上施加一层砂,以形成粗糙的、沙质的表面。
通过本发明的方法加固的构建结构优选地是支撑结构的一部分。所述加强优选通过剪切加强和/或约束加强来完成。
优选的构建结构选自墙壁、墩、柱、支撑件、梁、天花板、楼梯、阳台、烟囱、屋顶和桥梁。
构建的结构通常由选自天然石材、砌砖、混凝土、钢筋混凝土、砂浆和木材的材料制成。
在施加浸渍树脂之前,特别是通过研磨和/或通过施加底漆,可以专门制备构建结构的表面。
本发明的增强构建的结构的方法优选包括以下步骤:
(i)将浸渍树脂的各组分混合,
(ii)将混合浸渍树脂施加到构建的结构上,
(iii)使织造或缝合织物与所施加的浸渍树脂接触,
(iv)在浸渍树脂的开放时间内将织物压入浸渍树脂中,使得浸渍树脂渗透穿过织物,
随后固化该浸渍树脂。
可以重复步骤(i)至(iv),以将一个或多个另外的经浸渍的织造或缝合织物层施加到已经施加的层上,以实现更强的增强。
也可以在与构建的结构接触之前用浸渍树脂浸渍织造或缝合的织物。这优选通过将织造或缝合织物置于充满浸渍树脂的浴中或通过使其穿过辊,由此使织物与浸渍树脂接触来进行。然后将浸渍的织物包裹或粘附到构建的结构上。这种施用方式优选用于高密度和高单位面积重量,特别是400g/m2或更高的织造或缝合织物,例如 C、C或C(均来自Sika)。
本发明的加固构建的结构的方法优选用于提高建筑物的地震安全性,作为混凝土内部缺失的加固件的替代,用于提高墩、柱、支撑件或梁的强度和延展性,或者用于增加桥梁、地板/天花板、屋顶、楼梯或阳台的有效载荷。主要在约束加固或结构加固方面实现增强。
本发明的另一个主题是一种含有通过所述的本发明方法获得的经增强的构建结构的制品。
该制品优选是建筑物、桥梁、廊道或其一部分,特别是烟囱、天花板、墙壁、墩、柱、梁、支架、阳台、平台、楼梯或屋顶。
本发明的方法能够施用具有低气味和/或没有或低有机挥发物排放、具有长开放时间和低粘度的浸渍树脂,以所述方式促进织造或缝合织物的施用,并显示快速和可靠的固化而在寒冷和潮湿的室外条件下没有雾浊的倾向,并且形成干燥的非粘性表面。这使得能够施加另一层浸渍树脂或任何其它涂层而没有层间粘附问题。固化的浸渍树脂具有高强度、高Tg和良好的粘附性能,使得增强结构具有良好的耐久性和长期稳定性。
优选的是包含环氧树脂和含有至少一种式(I)的胺的硬化剂的浸渍树脂,
H2N-A-NH-Y (I)
其中
A是二价的C2-C15亚烷基、亚环烷基或芳基亚烷基,其任选含有一个或多个氮原子或醚基,和
Y是C1-C12烷基、环烷基或芳烷基,
其中与基团A连接的两个氮原子被至少两个碳原子隔开,并且式(I)的胺总共含有至少8个碳原子,
其用于浸渍织造或缝合织物,如前所述那样,该织物为了增强目的而包裹和/或粘附到构建的结构上。
因此,最优选的式(I)的胺是N-苄基-1,2-乙二胺。
实施例
以下实施例阐明了本发明而不是限制本发明。
“AHEW”是指胺氢当量。
“EEW”表示环氧基当量。
“标准气候”是指温度为23±1℃和相对大气湿度为50±5%。
未另外说明的化学物质来自Sigma-Aldrich Chemie GmbH。
胺值通过滴定(用0.1N HClO4的乙酸溶液以结晶紫为指示剂)测定。
所使用的物质:
B-EDA粗品:如下所述制备的N-苄基-1,2-乙二胺和N,N'-二苄基-1,2-乙二胺的混合物,AHEW 57g/eq
B-EDA纯品:如下所述制备的N-苄基-1,2-乙二胺,AHEW 50.1g/eq
TETA:三亚乙基四胺,工业级,AHEW 28g/mol,来自Huntsman
1,3-BAC:1,3-双(氨基甲基)环己烷,AHEW 35.5g/mol,来自Mitsubishi GasChem.
式(I)的胺的制备:
B-EDA粗品:含有N-苄基-1,2-乙二胺的反应混合物
在室温和氮气氛下,将180.3g(3mol)的1,2-乙二胺置于圆底烧瓶中。在良好搅拌下滴加106.0g(1mol)苯甲醛在1200ml异丙醇中的溶液,然后再搅拌30分钟。然后,在具有Pd/C固定床催化剂的连续氢化设备上,在80巴的氢气压力下在80℃的温度下,以5ml/min的流速对反应混合物进行氢化。在65℃和减压下在旋转蒸发器上浓缩所得溶液,除去未反应的1,2-乙二胺、水和异丙醇。
由此得到的反应混合物是清澈的、微黄色液体,胺值为686mg KOH/g,用气相色谱测定,含有81重量%的N-苄基-1,2-乙二胺(保留时间8.47-8.57分钟)和17.6重量%的N,N'-二苄基-1,2-乙二胺(保留时间14.27分钟)。
B-EDA纯品:纯化的N-苄基-1,2-乙二胺
将上述得到的反应混合物,即B-EDA粗品,在减压下通过塔顶蒸馏进行纯化。在0.06巴下在60至65℃的蒸气温度下收集产物。其为无色液体,胺值为750mg KOH/g,且气相色谱测定的N-苄基-1,2-乙二胺的纯度>97重量%。
浸渍树脂的制备:
组合物C-1至C-6:
通过混合表1中给出的成分进一步制备用于每种组合物的硬化剂组分,随后将其储存在密闭容器中。
将树脂组分和硬化剂组分以表1中给出的比例(以重量份计)(混合比)在离心式混合器(SpeedMixerTM DAC 150,FlackTek Inc.)中在1500rpm下混合15秒,然后在2000rpm下混合15秒。
然后如下测试新混合的浸渍树脂:
在25℃的温度下,在恒温的锥/板流变仪Rheotec RC30(锥直径25mm,锥角1°,锥尖/板距0.05mm,剪切速率10s-1)上混合各组分(总量150g)后10分钟、60分钟、然后每30分钟测量一次粘度,直到材料胶凝。
将150g新鲜混合的部分置于直径100mm的塑料烧杯中,用刮刀检查稠度,直到材料胶凝,从而测定胶凝时间。
通过将约50g的一部分新混合的材料以约1.5mm的层厚度施加到混凝土表面上来测定开放时间。在施用一小时后,将一条C(单向织造碳纤维织物,来自Sika)(50×100mm)置于施加的材料上并通过辊将其加工到其中,随后检查施加的材料是否能够完全渗透C组织。在尚未覆盖的区域上不时地重复该过程,直到浸渍树脂不再能适当地渗透C组织,即开放时间结束。
肖氏D硬度是根据DIN 53505用直径20mm、厚度5mm的圆柱形样品测定的。将一个样品储存在标准气候中,在1天后(1天NC)和2天后(2天NC)测定其硬度。将另一样品贮存在8℃和80%相对湿度的室中,在冷态下于1、2和7天后(1d 8°/80%)、(2d 8°/80%)或(7d 8°/80%)测定其硬度。
在用于测定肖氏D硬度的样品上判断表面外观。一个样品在标准气候(1d NC)下储存1天,另一个样品在8℃/80%相对湿度下储存7天,然后在标准气候(7d 8°/80%+1d NC)中储存1天。“干燥”指表面干燥且不发粘,“(发粘)”指表面略微发粘,而“发粘”是指表面明显发粘。
根据EN ISO 527,在1mm/min的十字头速度下,直至0.5%的伸长率,然后在10mm/min的十字头速度下直至样品的断裂,由此测定拉伸强度、伸长率(断裂)和E-模量0.25%(从0.05至0.25%的伸长率)。通过将混合的浸渍树脂施加到硅酮模具中以得到哑铃形样品来制备样品,所述哑铃形样品的长度为150mm、厚度为10mm、桥长为80mm和桥宽为10mm。在标准气候(1d NC)下固化1天后测试一些样品,在标准气候(7d NC)下固化7天后测试其它样品。
搭接剪切强度(LSS钢)根据DIN EN 1465以10mm/min的十字头速度测定。通过在用丙酮清洁的两个钢板之间以0.5mm的厚度在10×25mm的重叠粘合区中施加混合的浸渍树脂并且在标准气候下固化7天,制备样品。
Tg(玻璃化转变温度)值是通过差示扫描量热法(DSC)使用在标准气候下固化14天后的固化浸渍树脂测定,使用Mettler Toledo DSC 3+700装置和以下程序(1)-10℃2分钟,(2)-10至200℃,加热速率10K/分钟(=第一次运行),(3)200至-10℃,冷却速率-50K/分钟,(4)-10℃2分钟,(5)-10至180℃,加热速率10K/分钟(=第二次运行)。
在表1中给出了测试结果。
具有“(Ref.)”的组合物是非本发明的用于对比的浸渍树脂。
表1:C-1至C-6的组成和性能.
“n.d.”是指“未测量”1树脂组分比硬化剂组分
使用浸渍树脂来增强构建的结构:
为每种组合物提供圆柱形混凝土物体,其在下文中被称为“墩”,直径为300mm,高度为500mm。
如前所述,将约2kg的每种组合物C-1、C-2或C-3的一部分通过具有搅拌棒的钻孔机混合。在混合后30分钟内,通过辊将每种组合物以约1.2kg/m2(约1mm)的量施加到墩周围的表面上。
在30分钟的等待时间之后,将宽度为300mm和长度为1m的C(单向织造碳纤维织物,来自Sika)层通过将其缠绕在墩周围而放置到所施加的组合物上,使得墩的中心被高度为300mm的织物环覆盖,随后通过辊将织物压入所施加的未固化的组合物中,使得组合物在其整个区域上渗透织物。在标准气候中在24小时的固化时间之后,检查具有浸渍织物的每个经增强的墩的表面。增强的墩各自显示坚硬的非粘性、干燥和有光泽的表面。
Claims (15)
1.增强构建的结构的方法,其中使用浸渍树脂来浸渍织造或缝合的织物,其围绕包裹和/或粘附到构建的结构上,所述浸渍树脂包含
–包含至少一种环氧树脂的树脂组分,和
–包含至少一种式(I)的胺的硬化剂组分,
H2N-A-NH-Y (I)
其中
A是二价的C2-C15亚烷基、亚环烷基或芳基亚烷基,任选含有一个或多个氮原子或醚基,和
Y是C1-C12烷基、环烷基或芳烷基,
其中与基团A连接的两个氮原子被至少两个碳原子隔开,并且式(I)的胺总共含有至少8个碳原子。
2.根据权利要求1的方法,其中A选自1,2-亚乙基、1,2-亚丙基、2-甲基-1,2-亚丙基、1,3-亚戊基、1,2-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)。
3.根据权利要求1至2中任一项所述的方法,其中Y是CH2-X。
4.根据权利要求1至3中任一项所述的方法,其中Y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。
5.根据权利要求1至4中任一项的方法,其中式(I)的胺选自N-苄基-1,2-乙二胺、N-(1-萘甲基)-1,2-乙二胺、N-环己基甲基-1,2-乙二胺、N-苄基-1,2-丙二胺、N-苄基-双(氨基甲基)-1,3-苯、N-(2-乙基己基)-双(氨基甲基)-1,3-苯和N-(2-苯基乙基)-双(氨基甲基)-1,3-苯。
6.根据权利要求1至5中任一项的方法,其中式(I)的胺是N-苄基-1,2-乙二胺。
7.根据权利要求1至6中任一项的方法,其中所述硬化剂组分含有N-苄基-1,2-乙二胺和N,N'-二苄基-1,2-乙二胺的混合物,其重量比为70/30到95/5。
8.根据权利要求1至7中任一项的方法,其中所述硬化剂组分还含有至少一种具有至少两个伯胺基团的胺。
9.根据权利要求8的方法,其中所述另外的胺是至少一种平均分子量Mn为200-500g/mol的聚氧亚丙基多胺。
10.根据权利要求1至9中任一项所述的方法,其中所述树脂组分含有至少一种基于双酚A二缩水甘油醚、双酚F二缩水甘油醚或双酚A/F二缩水甘油醚的液体树脂。
11.根据权利要求1至10中任一项所述的方法,其中所述浸渍树脂含有至少一种填料。
12.根据权利要求1至11中任一项所述的方法,其中基于所述织物的总重量计,所述织造织物或缝合织物含有至少50重量%的碳纤维。
13.根据权利要求1至12中任一项所述的方法,其中所述构建的结构选自墙壁、墩、柱、支撑件、梁、天花板、楼梯、阳台、烟囱、屋顶和桥梁。
14.根据权利要求1至13中任一项所述的方法,包含以下步骤:
(i)将浸渍树脂的各组分混合,
(ii)将经混合的浸渍树脂施加到构建的结构上,
(iii)使织造或缝合织物与所施加的浸渍树脂接触,
(iv)在浸渍树脂的开放时间内将织物压入浸渍树脂中,使得浸渍树脂渗透穿过织物,
随后固化浸渍树脂。
15.含有通过根据权利要求1至14中任一项所述的方法获得的经增强的构建结构的制品。
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004256824A (ja) * | 2004-05-14 | 2004-09-16 | Mitsubishi Rayon Co Ltd | 低温硬化型プリプレグ用エポキシ樹脂組成物並びにプリプレグ |
CN102585441A (zh) * | 2012-02-28 | 2012-07-18 | 华南理工大学 | 一种性能可控环氧-聚酮注浆材料及其制备方法与应用 |
CN102648230A (zh) * | 2009-12-08 | 2012-08-22 | Sika技术股份公司 | 雾浊极低的低粘度环氧树脂组合物 |
CN107922585A (zh) * | 2015-09-01 | 2018-04-17 | Sika技术股份公司 | 低排放环氧树脂组合物 |
WO2019170563A1 (en) * | 2018-03-05 | 2019-09-12 | Evonik Degussa Gmbh | Cycloaliphatic amines for epoxy formulations: a novel curing agent for epoxy systems |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5218810A (en) * | 1992-02-25 | 1993-06-15 | Hexcel Corporation | Fabric reinforced concrete columns |
JP3192277B2 (ja) * | 1993-05-14 | 2001-07-23 | 新日本製鐵株式会社 | コンクリート柱 |
FR2747146B1 (fr) * | 1996-04-04 | 1998-07-10 | Freyssinet Int Stup | Procede de renforcement de structures de genie civil au moyen de fibres de carbone collees |
RU2674676C2 (ru) | 2014-08-13 | 2018-12-12 | Сикэ Текнолоджи Аг | Амин для низкоэмиссионных композиций эпоксидных смол |
-
2020
- 2020-10-20 US US17/768,078 patent/US20240092964A1/en active Pending
- 2020-10-20 WO PCT/EP2020/079529 patent/WO2021083744A1/en active Application Filing
- 2020-10-20 MX MX2022004404A patent/MX2022004404A/es unknown
- 2020-10-20 EP EP20792986.0A patent/EP4051724A1/en active Pending
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- 2020-10-20 CA CA3155376A patent/CA3155376A1/en active Pending
-
2022
- 2022-04-08 CO CONC2022/0004518A patent/CO2022004518A2/es unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004256824A (ja) * | 2004-05-14 | 2004-09-16 | Mitsubishi Rayon Co Ltd | 低温硬化型プリプレグ用エポキシ樹脂組成物並びにプリプレグ |
CN102648230A (zh) * | 2009-12-08 | 2012-08-22 | Sika技术股份公司 | 雾浊极低的低粘度环氧树脂组合物 |
CN102585441A (zh) * | 2012-02-28 | 2012-07-18 | 华南理工大学 | 一种性能可控环氧-聚酮注浆材料及其制备方法与应用 |
CN107922585A (zh) * | 2015-09-01 | 2018-04-17 | Sika技术股份公司 | 低排放环氧树脂组合物 |
WO2019170563A1 (en) * | 2018-03-05 | 2019-09-12 | Evonik Degussa Gmbh | Cycloaliphatic amines for epoxy formulations: a novel curing agent for epoxy systems |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115260704A (zh) * | 2022-08-10 | 2022-11-01 | 重庆科技学院 | 一种碳纤维增强环氧树脂复合材料及其制备方法 |
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CO2022004518A2 (es) | 2022-04-29 |
EP4051724A1 (en) | 2022-09-07 |
CA3155376A1 (en) | 2021-05-06 |
US20240092964A1 (en) | 2024-03-21 |
WO2021083744A1 (en) | 2021-05-06 |
MX2022004404A (es) | 2022-05-20 |
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