CN104479108A - A kind of epoxy resin curing agent applied on marble material and preparation method thereof - Google Patents
A kind of epoxy resin curing agent applied on marble material and preparation method thereof Download PDFInfo
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- CN104479108A CN104479108A CN201410698726.7A CN201410698726A CN104479108A CN 104479108 A CN104479108 A CN 104479108A CN 201410698726 A CN201410698726 A CN 201410698726A CN 104479108 A CN104479108 A CN 104479108A
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- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 47
- 239000003822 epoxy resin Substances 0.000 title claims abstract description 40
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 40
- 239000004579 marble Substances 0.000 title claims abstract description 30
- 239000000463 material Substances 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims abstract description 11
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000000203 mixture Substances 0.000 claims abstract description 7
- 239000000654 additive Substances 0.000 claims abstract description 6
- 230000000996 additive effect Effects 0.000 claims abstract description 3
- 150000004985 diamines Chemical class 0.000 claims description 6
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 239000013538 functional additive Substances 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 claims 4
- 239000002994 raw material Substances 0.000 abstract description 7
- 238000003756 stirring Methods 0.000 abstract description 7
- 238000004383 yellowing Methods 0.000 abstract description 7
- 238000001035 drying Methods 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 4
- 238000000034 method Methods 0.000 abstract description 4
- 238000002156 mixing Methods 0.000 abstract description 3
- -1 alicyclic diamine Chemical class 0.000 abstract description 2
- 230000009965 odorless effect Effects 0.000 abstract 1
- 229960001124 trientine Drugs 0.000 abstract 1
- 230000002087 whitening effect Effects 0.000 abstract 1
- 238000004611 spectroscopical analysis Methods 0.000 description 6
- 125000003700 epoxy group Chemical group 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000012752 auxiliary agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 238000010276 construction Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 150000003141 primary amines Chemical class 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 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 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 238000005935 nucleophilic addition reaction Methods 0.000 description 1
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical group NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
Landscapes
- Epoxy Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
技术领域technical field
本发明涉及高分子固化剂领域，具体来说是一种碱性类高分子固化剂，尤其是环氧树脂固化剂，能够在常温下与环氧树脂固化。以及该种固化剂的制备方法。The invention relates to the field of polymer curing agents, in particular to an alkaline polymer curing agent, especially an epoxy resin curing agent, which can be cured with epoxy resin at normal temperature. And the preparation method of this kind of curing agent.
技术背景technical background
随着我国建筑行业的兴起，大理石工业也得到了很快的发展，而环氧树脂类以其优异的性能一直广泛地应用于大理石的涂层防护材料上。With the rise of my country's construction industry, the marble industry has also developed rapidly, and epoxy resins have been widely used in marble coating protection materials due to their excellent performance.
在环氧树脂的应用中，固化剂占了很重要的位置，大理石材上的涂层防护材料需要很好的光洁度，色泽稳定性、色泽浅或无色，高的透明度及耐黄变，良好的胶黏性，以及合适的固化时间、较低地固化温度。这些性能迫切需要通过固化剂来提供，因此对于应在大理石涂层上的环氧树脂固化剂更多改进和发展的地方。In the application of epoxy resin, the curing agent occupies a very important position. The coating protective material on the marble needs good smoothness, color stability, light color or colorless, high transparency and yellowing resistance, good Excellent adhesiveness, as well as suitable curing time and lower curing temperature. These properties urgently need to be provided by curing agents, so there is more room for improvement and development of epoxy resin curing agents on marble coatings.
发明内容Contents of the invention
本发明的目的在于提供一种能够应用在大理石材上的固化剂，具有色泽均匀，无色透明，耐黄变，固化和表干时间短，能在室温下固化反应，且具有优秀的光稳定性等特点。本发明的目的还在于提供一种制备该种固化剂的制备方法。The object of the present invention is to provide a curing agent that can be applied to marble materials, which has uniform color, colorless and transparent, yellowing resistance, short curing and surface drying time, can be cured at room temperature, and has excellent light stability. characteristics such as sex. The purpose of the present invention is also to provide a preparation method for preparing the curing agent.
一种应用在大理石材上的环氧树脂固化剂，其特征在于：按重量百分比，各组分分别为：A kind of epoxy resin curing agent applied on the marble material is characterized in that: by weight percentage, each component is respectively:
A)22％-42％一种或多种下述脂环族二胺：a)3,3'-二甲基-4,4-二氨基二环己基甲烷(MACM)；b)3,3'-二乙基-4,4-二氨基二环己基甲烷(EACM)；c)3,3',5,5'-四甲基-4,4-二氨基二环己基甲烷(TMACM)；d)4,4'-二氨基二环己基甲烷(PACM)A) 22%-42% of one or more of the following cycloaliphatic diamines: a) 3,3'-dimethyl-4,4-diaminodicyclohexylmethane (MACM); b) 3,3 '-diethyl-4,4-diaminodicyclohexylmethane (EACM); c) 3,3',5,5'-tetramethyl-4,4-diaminodicyclohexylmethane (TMACM); d) 4,4'-Diaminodicyclohexylmethane (PACM)
B)21％-34％二乙烯三胺B) 21%-34% diethylenetriamine
C)21％-34％三乙烯四胺C) 21%-34% triethylenetetramine
D)5％-10％光稳定多功能助剂D) 5%-10% photostable multifunctional additive
其中，所述光稳定多功能助剂为新秀化学(烟台)有限公司“塑诺稳5513”(生产批号：730540855)、“塑诺稳5529”(生产批号：14082654)、“塑诺稳5530”(生产批号：20140321)、“塑诺稳5533”(生产批号：20140603)四种型号中任一种或几种混合物。Among them, the light-stabilizing multi-functional additives are Xinxiu Chemical (Yantai) Co., Ltd. "Su Nuo Wen 5513" (production batch number: 730540855), "Su Nuo Wen 5529" (production batch number: 14082654), "Su Nuo Wen 5530" (Production batch number: 20140321), "Suluowen 5533" (production batch number: 20140603) Any one of the four models or a mixture of several.
一种应用在大理石上的环氧树脂固化剂的制备方法，其特征在于：将所述脂环族二胺，二乙烯三胺，三乙烯四胺，光稳定多功能助剂常温均匀混合，混合搅拌5-10分钟。A preparation method of an epoxy resin curing agent applied on marble, characterized in that: uniformly mixing the cycloaliphatic diamine, diethylenetriamine, triethylenetetramine, and light-stabilizing multifunctional auxiliary agent at room temperature, mixing Stir for 5-10 minutes.
本实验的技术原理是：The technical principle of this experiment is:
按照N原子上取代基的数目，胺可以分为1级胺，2级胺，3级胺，而所述三种胺中主要有1级胺和2级胺，级胺对环氧树脂固化作用按亲核加成机理进行，每个活泼氢打开一个环氧基团，是环氧基开环生成羟基，生成的羟基再与环氧基起醚化反应，环氧基或羟基也能与固化剂其他基团发生交联，最后生成网状或体型聚合物。According to the number of substituents on the N atom, amines can be divided into primary amines, secondary amines, and tertiary amines, and the three types of amines mainly contain primary amines and secondary amines. The effect of primary amines on the curing of epoxy resins According to the nucleophilic addition mechanism, each active hydrogen opens an epoxy group, which is the ring-opening of the epoxy group to generate a hydroxyl group, and the generated hydroxyl group reacts with the epoxy group to etherify, and the epoxy group or hydroxyl group can also be cured. The other groups of the agent are cross-linked, and finally a network or bulk polymer is formed.
光稳定多功能助剂是一类具有氨基醚基团及醇酯类混合物等组成，这些基团能够吸收紫外光，减缓树脂的老化速度，从而达到光稳定的效果，同时所选光稳定多功能助剂存在的相应醇酯类物质能够软化聚合物粒子，使它们融合在一起，达到催干效果。本发明就是利用所选光稳定多功能助剂的这一原理，加入适量光稳定多功能助剂，达到优秀的光稳定性，并使产品具有合适的表干及固化时间。Light-stable multifunctional additives are composed of a mixture of amino ether groups and alcohol esters. These groups can absorb ultraviolet light and slow down the aging speed of the resin, thereby achieving the effect of light stability. At the same time, the selected light-stable multifunctional The corresponding alcohol ester substances in the additives can soften the polymer particles and make them fuse together to achieve the drying effect. The present invention utilizes the principle of the selected light-stable multi-functional auxiliary agent, adds an appropriate amount of light-stable multi-functional auxiliary agent, achieves excellent light stability, and makes the product have a suitable surface drying and curing time.
本发明配合环氧树脂使用具有如下优点：The present invention cooperates epoxy resin to use and has following advantages:
1)与环氧树脂配合室温下搅拌均匀既可固化，不需要加热或者其他物理措施。1) It can be cured when it is mixed with epoxy resin and stirred evenly at room temperature, without heating or other physical measures.
2)固化或者表干后的产物，无色透明，光泽度高，耐黄变，具有优秀的光稳定性。2) The cured or surface-dried product is colorless and transparent, with high gloss, yellowing resistance, and excellent light stability.
3)本发明整从固化剂的配制，以及配合环氧树脂的固化过程在基本在常温下进行，操作简单，控制点少，便于大规模生产。3) The preparation of the curing agent and the curing process of the epoxy resin in the present invention are basically carried out at normal temperature, with simple operation and few control points, which is convenient for large-scale production.
4)本发明配合环氧树脂固化过程中，表干时间短，且具有足够长的开始固化时间充分保证其施工性能。4) In the curing process of the epoxy resin, the surface drying time of the present invention is short, and the starting curing time is long enough to fully guarantee its construction performance.
具体实施方式Detailed ways
以下结合实施例对本发明做进一步说明，但本发明要求保护的范围并不局限于实施例表达的范围之内。The present invention will be further described below in conjunction with the examples, but the protection scope of the present invention is not limited to the scope expressed in the examples.
实施例1Example 1
一种大理石材用环氧树脂固化剂，按照质量百分比称取：PACM 30％，二乙烯三胺30％，三乙烯四胺30％，塑诺稳5530+塑诺稳552910％，其制备方法将上述原料在常温下混合搅拌10min，出料制得所述固化剂。An epoxy resin curing agent for marble, weighed according to mass percentage: 30% PACM, 30% diethylenetriamine, 30% triethylenetetramine, 5530 + 552910% of Suluowen, and its preparation method will The above raw materials were mixed and stirred at room temperature for 10 minutes, and discharged to obtain the curing agent.
将所得固化剂在室温下与环氧树脂128以1:5混合搅拌5-10min，然后涂覆测试表干时间、开始固化时间和完全固化时间分别为40min，19min，41min，采用紫外-可见分光光度计测试表征其光稳定性，较传统大理石材用环氧树脂提高29％。The resulting curing agent was mixed with epoxy resin 128 at room temperature at a ratio of 1:5 and stirred for 5-10 minutes, and then coated to test the surface dry time, initial curing time and complete curing time of 40 minutes, 19 minutes, and 41 minutes respectively, using UV-visible spectroscopy The photometer test characterizes its light stability, which is 29% higher than that of epoxy resin used for traditional marble materials.
实施例2Example 2
一种大理石材用环氧树脂固化剂，按照质量百分比称取：MACM 30％，二乙烯三胺30％，三乙烯四胺30％，塑诺稳5530+塑诺稳552910％，其制备方法将上述原料在常温下混合搅拌15min，出料制得所述固化剂。An epoxy resin curing agent for marble materials, which is weighed according to mass percentage: 30% of MACM, 30% of diethylenetriamine, 30% of triethylenetetramine, 5530 + 552910% of Sunowen, and its preparation method will The above raw materials were mixed and stirred at room temperature for 15 minutes, and discharged to obtain the curing agent.
将所得固化剂在室温下与环氧树脂128以1:5混合搅拌5-10min，然后涂覆测试表干时间、开始固化时间和完全固化时间分别为33min，27min,40min，采用紫外-可见分光光度计测试表征其光稳定性，较传统大理石材用环氧树脂提高36％。The resulting curing agent was mixed with epoxy resin 128 at room temperature at a ratio of 1:5 and stirred for 5-10 minutes, and then coated to test the surface dry time, initial curing time and complete curing time of 33 minutes, 27 minutes, and 40 minutes respectively, using UV-visible spectroscopy The photometer test characterizes its light stability, which is 36% higher than the epoxy resin used for traditional marble materials.
实施例3Example 3
一种大理石材用环氧树脂固化剂，按照质量百分比称取：EACM 15％，PACM 22％，二乙烯三胺25％，三乙烯四胺30％，塑诺稳5530+塑诺稳55298％，其制备方法将上述原料在常温下混合搅拌18min，出料制得所述固化剂。An epoxy resin curing agent for marble, weighed according to the mass percentage: EACM 15%, PACM 22%, diethylenetriamine 25%, triethylenetetramine 30%, Sunuvo 5530+ Sunova 55298%, Its preparation method is to mix and stir the above-mentioned raw materials at room temperature for 18 minutes, and discharge to obtain the curing agent.
将所得固化剂在室温下与环氧树脂128以1:5混合搅拌5-10min，然后涂覆测试表干时间、开始固化时间和完全固化时间分别为35min，24min，41min，采用紫外-可见分光光度计测试表征其光稳定性，较传统大理石材用环氧树脂提高41％。Mix the resulting curing agent with epoxy resin 128 at room temperature at a ratio of 1:5 and stir for 5-10 minutes, then apply and test the surface dry time, initial curing time and complete curing time of 35 minutes, 24 minutes, and 41 minutes respectively, using UV-visible spectroscopy The photometer test characterizes its light stability, which is 41% higher than the epoxy resin used for traditional marble materials.
实施例4Example 4
一种大理石材用环氧树脂固化剂，按照质量百分比称取：TMACM 10％，PACM 15％，MACM 10％，二乙烯三胺25％，三乙烯四胺30％，塑诺稳5530+塑诺稳552910％，其制备方法将上述原料在常温下混合搅拌18min，出料制得所述固化剂。An epoxy resin curing agent for marble, weighed according to mass percentage: TMACM 10%, PACM 15%, MACM 10%, Diethylenetriamine 25%, Triethylenetetramine 30%, Sunowen 5530+ Sunuo Stable 552910%, its preparation method is to mix and stir the above-mentioned raw materials at room temperature for 18 minutes, and discharge to obtain the curing agent.
将所得固化剂在室温下与环氧树脂128以1:5混合搅拌5-10min，然后涂覆测试表干时间、开始固化时间和完全固化时间分别为38min，25min，40min，采用紫外-可见分光光度计测试表征其光稳定性，较传统大理石材用环氧树脂提高30％。The resulting curing agent was mixed with epoxy resin 128 at room temperature at a ratio of 1:5 and stirred for 5-10 minutes, and then coated to test the surface dry time, initial curing time and complete curing time of 38 minutes, 25 minutes, and 40 minutes respectively, using UV-visible spectroscopy The photometer test characterizes its light stability, which is 30% higher than that of epoxy resin used for traditional marble materials.
实施例5Example 5
一种大理石材用环氧树脂固化剂，按照质量百分比称取：PACM 22％，二乙烯三胺34％，三乙烯四胺34％，塑诺稳5530+塑诺稳552910％，其制备方法将上述原料在常温下混合搅拌10min，出料制得所述固化剂。An epoxy resin curing agent for marble materials, which is weighed according to mass percentage: PACM 22%, diethylenetriamine 34%, triethylenetetramine 34%, Suluowen 5530 + Suluowen 552910%, and its preparation method will The above raw materials were mixed and stirred at room temperature for 10 minutes, and discharged to obtain the curing agent.
将所得固化剂在室温下与环氧树脂128以1:5混合搅拌5-10min，然后涂覆测试表干时间、开始固化时间和完全固化时间分别为31min，27min，43min，采用紫外-可见分光光度计测试表征其光稳定性，较传统大理石材用环氧树脂提高38％。Mix and stir the obtained curing agent with epoxy resin 128 at a ratio of 1:5 for 5-10 minutes at room temperature, and then apply and test the surface dry time, initial curing time and complete curing time of 31 minutes, 27 minutes, and 43 minutes respectively, using UV-visible spectroscopy The photometer test characterizes its light stability, which is 38% higher than that of epoxy resin used for traditional marble materials.
实施例6Example 6
一种大理石材用环氧树脂固化剂，按照质量百分比称取：PACM 42％，二乙烯三胺21％，三乙烯四胺32％，塑诺稳5530+塑诺稳55295％，其制备方法将上述原料在常温下混合搅拌10min，出料制得所述固化剂。An epoxy resin curing agent for marble materials, which is weighed according to mass percentage: PACM 42%, diethylenetriamine 21%, triethylenetetramine 32%, Suluowen 5530+ Suluowen 55295%, and its preparation method will The above raw materials were mixed and stirred at room temperature for 10 minutes, and discharged to obtain the curing agent.
将所得固化剂在室温下与环氧树脂128以1:5混合搅拌5-10min，然后涂覆测试表干时间、开始固化时间和完全固化时间分别为36min，22min，41min，采用紫外-可见分光光度计测试表征其光稳定性，较传统大理石材用环氧树脂提高40％。Mix the obtained curing agent with epoxy resin 128 at room temperature at a ratio of 1:5 and stir for 5-10 minutes, then apply and test the surface dry time, initial curing time and complete curing time of 36 minutes, 22 minutes, and 41 minutes respectively, using UV-visible spectroscopy The photometer test characterizes its light stability, which is 40% higher than the epoxy resin used for traditional marble materials.
上述实施例1-6所述环氧树脂固化剂均为无色透明低黏度产品，耐黄变，具有优秀的光稳定性。The epoxy resin curing agents described in Examples 1-6 above are all colorless, transparent and low-viscosity products, which are resistant to yellowing and have excellent light stability.
由测试结果可以看出，实施例1-6加入环氧树脂固化剂表干时间较短，同时充分的开始固化时间保证了足够的施工时间，固化所得环氧树脂无色透明无泛白，耐黄变，光稳定性优秀，且无需再加入抗黄变剂，与现有技术相比，本发明有明显进步和提升。It can be seen from the test results that the surface-drying time of the epoxy resin curing agent added in Examples 1-6 is shorter, and at the same time, the sufficient initial curing time ensures sufficient construction time. Yellowing, excellent light stability, and no need to add anti-yellowing agent, compared with the prior art, the present invention has obvious progress and improvement.
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| CN106630756A (en) * | 2016-12-19 | 2017-05-10 | 钦州市科学技术开发中心 | Stone curing agent and preparation method thereof |
| CN107523184A (en) * | 2017-08-22 | 2017-12-29 | 无棣盐业公司 | A kind of salt carving coating and preparation method thereof |
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| CN101314704A (en) * | 2007-05-31 | 2008-12-03 | 湖南神力实业有限公司 | A kind of two-component epoxy resin adhesive for stone surface repair and preparation method thereof |
-
2014
- 2014-11-27 CN CN201410698726.7A patent/CN104479108A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101314704A (en) * | 2007-05-31 | 2008-12-03 | 湖南神力实业有限公司 | A kind of two-component epoxy resin adhesive for stone surface repair and preparation method thereof |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106630756A (en) * | 2016-12-19 | 2017-05-10 | 钦州市科学技术开发中心 | Stone curing agent and preparation method thereof |
| CN107523184A (en) * | 2017-08-22 | 2017-12-29 | 无棣盐业公司 | A kind of salt carving coating and preparation method thereof |
| CN107523184B (en) * | 2017-08-22 | 2019-11-08 | 无棣盐业公司 | A kind of salt carving coating and preparation method thereof |
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Application publication date: 20150401 |