CN106946723A - A kind of process that hydroxyethyl acrylamide is catalyzed and synthesized with quaternary ammonium base - Google Patents
A kind of process that hydroxyethyl acrylamide is catalyzed and synthesized with quaternary ammonium base Download PDFInfo
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- 238000000034 method Methods 0.000 title claims abstract description 35
- SBVKVAIECGDBTC-UHFFFAOYSA-N 4-hydroxy-2-methylidenebutanamide Chemical compound NC(=O)C(=C)CCO SBVKVAIECGDBTC-UHFFFAOYSA-N 0.000 title claims abstract description 33
- 125000001453 quaternary ammonium group Chemical group 0.000 title claims abstract description 31
- 230000008569 process Effects 0.000 title claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000003054 catalyst Substances 0.000 claims abstract description 17
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 10
- 239000003112 inhibitor Substances 0.000 claims abstract description 9
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 7
- 238000003756 stirring Methods 0.000 claims abstract description 7
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical group [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 claims description 22
- 150000001412 amines Chemical class 0.000 claims description 12
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical group NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 7
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 7
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 6
- 230000008859 change Effects 0.000 claims description 6
- 239000005457 ice water Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 238000000967 suction filtration Methods 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims 2
- 150000005208 1,4-dihydroxybenzenes Chemical group 0.000 claims 1
- 238000013019 agitation Methods 0.000 claims 1
- 238000006555 catalytic reaction Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229940043237 diethanolamine Drugs 0.000 claims 1
- 238000005070 sampling Methods 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- -1 alcohol amine Chemical class 0.000 abstract description 11
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract description 9
- 230000002194 synthesizing effect Effects 0.000 abstract description 7
- 238000003760 magnetic stirring Methods 0.000 abstract description 6
- 239000000843 powder Substances 0.000 abstract description 3
- 230000008901 benefit Effects 0.000 abstract description 2
- 238000004821 distillation Methods 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 description 11
- 238000003786 synthesis reaction Methods 0.000 description 11
- 238000004132 cross linking Methods 0.000 description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000007529 inorganic bases Chemical class 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 150000007530 organic bases Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 238000007098 aminolysis reaction Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012374 esterification agent Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000000687 hydroquinonyl group Chemical group C1(O)=C(C=C(O)C=C1)* 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- FSUXYWPILZJGCC-UHFFFAOYSA-N pent-3-en-1-ol Chemical group CC=CCCO FSUXYWPILZJGCC-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
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- Chemical & Material Sciences (AREA)
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Abstract
一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法，涉及一种合成羟乙基丙烯酰胺的工艺方法，本发明以丙烯酸酯、醇胺为原料，合成羟乙基丙烯酰胺。在带有磁力搅拌，恒压滴液漏斗和蒸馏装置的三口烧瓶中，加入丙烯酸酯及阻聚剂对苯二酚。冰浴中搅拌，滴加醇胺，滴加完毕后加入季铵碱，升温，反应结束后用醇洗涤、过滤，干燥得白色粉末状产品。本发明的优点是使用季铵碱催化剂使整个反应温度降低，产物易于分离，同时该催化剂可增大碱的接触面积、加速反应进行，而且还能降低了碱的含量，同时也不会引入新的介质。A process method for synthesizing hydroxyethylacrylamide catalyzed by a quaternary ammonium base relates to a process method for synthesizing hydroxyethylacrylamide. The invention uses acrylate and alcohol amine as raw materials to synthesize hydroxyethylacrylamide. In a three-neck flask equipped with magnetic stirring, constant pressure dropping funnel and distillation device, add acrylate and polymerization inhibitor hydroquinone. Stir in an ice bath, add alcohol amine dropwise, add quaternary ammonium base after the dropwise addition, heat up, wash with alcohol after the reaction, filter, and dry to obtain a white powder product. The advantage of the present invention is that the use of a quaternary ammonium base catalyst reduces the entire reaction temperature, and the product is easy to separate. At the same time, the catalyst can increase the contact area of the base, accelerate the reaction, and can also reduce the content of the base. At the same time, it will not introduce new medium.
Description
技术领域technical field
本发明涉及一种合成羟乙基丙烯酰胺的工艺方法，特别是涉及一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法。The invention relates to a process for synthesizing hydroxyethylacrylamide, in particular to a process for catalyzing the synthesis of hydroxyethylacrylamide with a quaternary ammonium base.
背景技术Background technique
羟乙基丙烯酰胺（HEAA），可以用它制备低温交联型印花固浆。不仅能够实现低温交联，同时达到无游离甲醛和交联释放甲醛的环保要求。同其他交联单体相比，较低的用量和低廉的价格在保证固浆质量的同时，使得制造商的成本大大降低。羟乙基丙烯酰胺中不存在任何游离醛基，其交联机理是基于在N上的SN2反应进行脱醇交联，也不会产生交联释放醛类的问题。同其他交联单体相比，其常温交联速度更快，室温下8h即可达到六成以上的交联度。同时，这是一种水溶性单体，在乳胶粒表面的交联可以有效改善低Tg丙烯酸乳液的发黏问题。Hydroxyethylacrylamide (HEAA), which can be used to prepare low-temperature cross-linked printing paste. Not only can low-temperature cross-linking be achieved, but also the environmental protection requirements of no free formaldehyde and formaldehyde released by cross-linking can be met. Compared with other cross-linking monomers, the lower dosage and lower price can greatly reduce the manufacturer's cost while ensuring the quality of the solid slurry. There are no free aldehyde groups in hydroxyethylacrylamide, and its crosslinking mechanism is based on the S N2 reaction on N for dealcoholization and crosslinking, and there will be no problem of releasing aldehydes from crosslinking. Compared with other cross-linking monomers, its cross-linking speed at room temperature is faster, and the cross-linking degree can reach more than 60% within 8 hours at room temperature. At the same time, this is a water-soluble monomer, and the cross-linking on the surface of latex particles can effectively improve the stickiness of low Tg acrylic emulsions.
目前对羟乙基丙烯酰胺的研究少见报道，仅有用碳二亚胺对丙烯酸与二乙醇胺进行的直接低温缩合方法。合成酰胺的方法有三种，一是直接法，即直接用羧酸与醇胺反应制得醇酰胺； 二是酯交换法，即用羧酸酯与醇胺在一定条件下发生酯交换作用；三是酰氯化法，即用酰氯与醇胺反应制得。本发明用酯交换法来合成羟乙基丙烯酰胺，即：羧酸甲酯与乙醇胺在碱性催化剂条件缩合制取醇酰胺。At present, there are few reports on the research on hydroxyethylacrylamide, and there is only a direct low-temperature condensation method of acrylic acid and diethanolamine with carbodiimide. There are three methods for synthesizing amides, one is the direct method, that is, directly reacts with carboxylic acid and alcohol amine to prepare alcohol amides; It is produced by the acid chloride method, that is, the reaction of acid chloride and alcohol amine. The present invention uses the transesterification method to synthesize hydroxyethylacrylamide, that is, methyl carboxylate and ethanolamine are condensed under basic catalyst conditions to prepare alcohol amide.
胺解反应必须在接近中性或碱性的条件下进行，因此催化剂的选择很关键。常用催化剂主要有无机碱和有机碱两类。但是无机碱在有机溶液中的溶解度有限，其催化性能并不能得到完全发挥，而且产品中容易包裹强碱，碱含量太高在应用时也会影响粉末涂料的性能。The aminolysis reaction must be carried out under nearly neutral or alkaline conditions, so the choice of catalyst is critical. Commonly used catalysts mainly include inorganic bases and organic bases. However, the solubility of inorganic bases in organic solutions is limited, and their catalytic properties cannot be fully utilized. Moreover, strong bases are easily wrapped in products, and too high base content will also affect the performance of powder coatings during application.
四甲基氢氧化铵（TMAH）为无色结晶(常含3个或5个结晶水)是一种强有机碱，属于季铵碱。加热到130℃时易分解为三甲胺和甲醇的混合气体，或者三甲胺和二甲基醚气体的混合物，根据此性质，TMAH 在工业上用作易分解性的催化剂、甲基酯化剂等。Tetramethylammonium hydroxide (TMAH) is a colorless crystal (often containing 3 or 5 crystal waters) and is a strong organic base, which belongs to quaternary ammonium base. When heated to 130°C, it is easy to decompose into a mixed gas of trimethylamine and methanol, or a mixture of trimethylamine and dimethyl ether gas. According to this property, TMAH is used as a decomposing catalyst and methyl esterification agent in industry. .
发明内容Contents of the invention
本发明的目的在于提供一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法，本发明选用季铵碱作为催化剂，其不仅能够催化合成目标化合物，还能够在反应结束之后通过加热分解轻易的除去催化剂，在不需要纯化的情况下，就能够得到较纯净的羟乙基丙烯酰胺。The purpose of the present invention is to provide a process for catalyzing the synthesis of hydroxyethylacrylamide with a quaternary ammonium base. The present invention uses a quaternary ammonium base as a catalyst, which can not only catalyze the synthesis of the target compound, but also easily decompose it by heating after the reaction is completed. By removing the catalyst, the purer hydroxyethylacrylamide can be obtained without purification.
本发明的目的是通过以下技术方案实现的：The purpose of the present invention is achieved through the following technical solutions:
一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法，所述方法包括以下过程：A process for catalyzing the synthesis of hydroxyethylacrylamide with a quaternary ammonium base, said method comprising the following processes:
（1）在装有磁力搅拌、恒压滴液漏斗和温度计的250mL三口烧瓶中，投入丙烯酸酯，少量的阻聚剂以及溶剂，冰水浴中搅拌，滴加醇胺，在指定时间0.5~1h内滴加完，迅速加入催化剂；(1) In a 250mL three-neck flask equipped with magnetic stirring, a constant pressure dropping funnel and a thermometer, put acrylate, a small amount of polymerization inhibitor and solvent, stir in an ice-water bath, add alcohol amine dropwise, within a specified time of 0.5~1h After the internal dropwise addition, quickly add the catalyst;
（2）升至反应温度80~95℃，反应时间为2~6h，反应中间歇取样测其胺值直至胺值不再变化；用乙醇多次洗涤样品至无色，抽滤得样品。(2) Raise to a reaction temperature of 80-95°C, and the reaction time is 2-6 hours. During the reaction, take samples intermittently to measure the amine value until the amine value does not change; wash the sample with ethanol several times until it is colorless, and filter the sample.
所述的一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法，所述丙烯酸酯包括丙烯酸甲酯、丙烯酸乙酯、甲基丙烯酸甲酯。In the process for catalyzing the synthesis of hydroxyethylacrylamide with a quaternary ammonium base, the acrylate includes methyl acrylate, ethyl acrylate, and methyl methacrylate.
所述的一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法，所述溶剂为叔丁醇、乙醇，或不加溶剂。In the process for catalyzing the synthesis of hydroxyethylacrylamide with a quaternary ammonium base, the solvent is tert-butanol, ethanol, or no solvent.
所述的一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法，所述阻聚剂为对苯二酚，用量为酯摩尔量的0.1%~0.5%。In the process for synthesizing hydroxyethylacrylamide catalyzed by a quaternary ammonium base, the polymerization inhibitor is hydroquinone, and the amount used is 0.1% to 0.5% of the molar weight of the ester.
所述的一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法，所述醇胺为乙醇胺、二乙醇胺。In the process for catalyzing the synthesis of hydroxyethylacrylamide with a quaternary ammonium base, the alcoholamines are ethanolamine and diethanolamine.
所述的一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法，所述反应配比为化学计量比。In the process for catalyzing the synthesis of hydroxyethylacrylamide with a quaternary ammonium base, the reaction ratio is a stoichiometric ratio.
所述的一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法，所述催化剂为四甲基氢氧化铵，浓度为50%四甲基氢氧化铵。The process for synthesizing hydroxyethylacrylamide catalyzed by a quaternary ammonium base, the catalyst is tetramethylammonium hydroxide, the concentration is 50% tetramethylammonium hydroxide.
所述的一种用季铵碱催化合成羟乙基丙烯酰胺的工艺方法，所述催化剂四甲基氢氧化铵用量选用酯摩尔量的2~9%。In the process for catalyzing the synthesis of hydroxyethylacrylamide with a quaternary ammonium base, the catalyst tetramethylammonium hydroxide is used in an amount of 2 to 9% of the molar weight of the ester.
本发明的优点与效果是：Advantage and effect of the present invention are:
1.本发明使用季铵碱作催化剂能够增大与反应物的接触面积，在反应结束之后通过加热分解轻易的除去催化剂，在不需要纯化的情况下，就能够得到较纯净的羟乙基丙烯酰胺。1. The present invention uses a quaternary ammonium base as a catalyst to increase the contact area with the reactants. After the reaction is over, the catalyst can be easily removed by thermal decomposition, and a relatively pure hydroxyethyl propylene can be obtained without purification amides.
2.季铵碱作为催化剂，不仅能够降低整个反应体系的温度，还能加速反应的进程、节约反应时间，提高反应收率，降低副产物的含量。2. As a catalyst, quaternary ammonium base can not only reduce the temperature of the entire reaction system, but also accelerate the reaction process, save reaction time, increase reaction yield, and reduce the content of by-products.
3.由于季铵碱是一种强有机碱，可以避免无机碱在有机溶液中的溶解度有限，催化性能并不能得到完全发挥的缺陷，并且避免产品中包裹强碱，影响粉末涂料的性能的缺点。3. Since the quaternary ammonium base is a strong organic base, it can avoid the defects that the solubility of the inorganic base is limited in the organic solution, and the catalytic performance cannot be fully exerted, and avoid the disadvantages that the strong base is wrapped in the product and affects the performance of the powder coating .
具体实施方式detailed description
下面结合实施例对本发明进行详细说明。The present invention will be described in detail below in conjunction with examples.
本发明提供一种用季铵碱催化合成羟乙基丙烯酰胺的方法。具体合成路线如下：The invention provides a method for catalytically synthesizing hydroxyethylacrylamide with a quaternary ammonium base. Concrete synthetic route is as follows:
其中1为丙烯酸甲酯或丙烯酸乙酯；Wherein 1 is methyl acrylate or ethyl acrylate;
2为乙醇胺；2 is ethanolamine;
3为目标产物羟乙基丙烯酰胺。3 is the target product hydroxyethylacrylamide.
优选的本发明的制备方法，包括以下步骤The preferred preparation method of the present invention comprises the following steps
（1）在装有磁力搅拌、恒压滴液漏斗和温度计的250mL三口烧瓶中，投入丙烯酸酯，少量的阻聚剂，冰水浴中搅拌，滴加醇胺，在0.5h内滴完，迅速加入催化剂。(1) In a 250mL three-neck flask equipped with magnetic stirring, a constant pressure dropping funnel and a thermometer, put acrylate, a small amount of polymerization inhibitor, stir in an ice-water bath, add alcohol amine dropwise, drop it within 0.5h, and quickly Add catalyst.
（2）升温至70℃，反应中间歇取样测其胺值直至胺值不再变化。用乙醇多次洗涤样品至无色，抽滤得样品。(2) Raise the temperature to 70°C, and take samples intermittently during the reaction to measure the amine value until the amine value does not change any more. The sample was washed with ethanol several times until it was colorless, and the sample was obtained by suction filtration.
以下提供本发明一种羟乙基丙烯酰胺化合物及其制备方法的具体实施方式：The following provides a specific embodiment of a hydroxyethylacrylamide compound of the present invention and a preparation method thereof:
实施例1Example 1
25%四甲基氢氧化铵催化合成羟乙基丙烯酰胺Synthesis of Hydroxyethylacrylamide Catalyzed by 25% Tetramethylammonium Hydroxide
在装有磁力搅拌、恒压滴液漏斗和温度计的250mL三口烧瓶中，投入0.1mol丙烯酸酯，0.02g阻聚剂对苯二酚，冰水浴中搅拌，滴加0.1mol醇胺，在0.5h内滴完，迅速加入1.1g季铵碱。升温至70℃，反应中间歇取样测其胺值直至胺值不再变化。用2倍于反应液的乙醇多次洗涤样品至无色，抽滤得样品。In a 250mL three-neck flask equipped with magnetic stirring, a constant pressure dropping funnel and a thermometer, put 0.1mol of acrylate, 0.02g of inhibitor hydroquinone, stir in an ice-water bath, add dropwise 0.1mol of alkanolamine, in 0.5h After the internal drop is completed, 1.1 g of quaternary ammonium base is added quickly. Raise the temperature to 70°C, and take samples intermittently during the reaction to measure the amine value until the amine value does not change any more. The sample was washed several times with ethanol twice as much as the reaction solution until it was colorless, and the sample was obtained by suction filtration.
实施例2Example 2
50%四甲基氢氧化铵催化合成羟乙基丙烯酰胺Synthesis of Hydroxyethylacrylamide Catalyzed by 50% Tetramethylammonium Hydroxide
在装有磁力搅拌、恒压滴液漏斗和温度计的250mL三口烧瓶中，投入0.1mol丙烯酸酯，0.02g阻聚剂对苯二酚，冰水浴中搅拌，滴加0.1mol醇胺，在0.5h内滴完，迅速加入0.55g季铵碱。升温至70℃，反应中间歇取样测其胺值直至胺值不再变化。用2倍于反应液的乙醇多次洗涤样品至无色，抽滤得样品。In a 250mL three-necked flask equipped with magnetic stirring, a constant pressure dropping funnel and a thermometer, put 0.1mol of acrylate, 0.02g of polymerization inhibitor hydroquinone, stir in an ice-water bath, add dropwise 0.1mol of alkanolamine, in 0.5h After the internal drop is completed, quickly add 0.55g of quaternary ammonium base. Raise the temperature to 70°C, and take samples intermittently during the reaction to measure the amine value until the amine value does not change any more. The sample was washed several times with ethanol twice as much as the reaction solution until it was colorless, and the sample was obtained by suction filtration.
实施例3Example 3
在装有磁力搅拌、恒压滴液漏斗和温度计的250mL三口烧瓶中，投入0.1mol丙烯酸酯，0.02g阻聚剂对苯二酚，17.5g叔丁醇，冰水浴中搅拌，滴加0.11mol醇胺，在0.5h内滴完，迅速加入0.55g季铵碱。升温至70℃，反应中间歇取样测其胺值直至胺值不再变化。用2倍于反应液的乙醇多次洗涤样品至无色，抽滤得样品。In a 250mL three-necked flask equipped with magnetic stirring, a constant pressure dropping funnel and a thermometer, put 0.1mol acrylate, 0.02g inhibitor hydroquinone, 17.5g tert-butanol, stir in an ice-water bath, add dropwise 0.11mol Alcohol amine, after dropping within 0.5h, quickly add 0.55g quaternary ammonium base. Raise the temperature to 70°C, and take samples intermittently during the reaction to measure the amine value until the amine value does not change any more. The sample was washed several times with ethanol twice as much as the reaction solution until it was colorless, and the sample was obtained by suction filtration.
以上所述仅是本发明的优选方式，应当指出，对于本技术领域的普通技术人员，在不脱离本发明构思的前提下，还可以做出若干改进和润色，这些改进和润色也应视为本发明的保护。The above is only the preferred mode of the present invention. It should be pointed out that for those of ordinary skill in the art, without departing from the concept of the present invention, some improvements and embellishments can also be made, and these improvements and embellishments should also be regarded as protection of the invention.
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