WO2014194690A1 - 一种纯化丙烯酰胺基烷基磺酸的方法 - Google Patents

一种纯化丙烯酰胺基烷基磺酸的方法 Download PDF

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WO2014194690A1
WO2014194690A1 PCT/CN2014/071948 CN2014071948W WO2014194690A1 WO 2014194690 A1 WO2014194690 A1 WO 2014194690A1 CN 2014071948 W CN2014071948 W CN 2014071948W WO 2014194690 A1 WO2014194690 A1 WO 2014194690A1
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solvent
purifying
carbons
solid
acid according
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PCT/CN2014/071948
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French (fr)
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梅龙渊
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梅龙毅
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Priority to EP14807062.6A priority Critical patent/EP3023413B1/en
Priority to US14/896,387 priority patent/US9745260B2/en
Priority to ES14807062T priority patent/ES2737101T3/es
Publication of WO2014194690A1 publication Critical patent/WO2014194690A1/zh

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/42—Separation; Purification; Stabilisation; Use of additives
    • C07C303/44—Separation; Purification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C309/13—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/14—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton containing amino groups bound to the carbon skeleton
    • C07C309/15—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton containing amino groups bound to the carbon skeleton the nitrogen atom of at least one of the amino groups being part of any of the groups, X being a hetero atom, Y being any atom

Definitions

  • the present invention relates to a purification method, and in particular to a method for purifying acrylamidoalkylsulfonic acid. Background technique
  • Acrylamide alkyl sulfonic acids and their analogs are widely used as copolymerization and homopolymerization monomers in many industries. For those cases where high degree of polymerization is required, directly synthesized products may need to be refined to further improve the quality.
  • many of the recrystallization purification of acrylamidoalkylsulfonic acid is involved, for example, U.S. Patent No. 4,337,215, but these refining processes of the prior art all dissolve the solids added, for example, raising the temperature to solidify After the dissolution, the solids are re-precipitated by means of system cooling or evaporation to reduce the solvent, rather than planning to use a significant excess of solids.
  • these methods mainly use organic solvents, such as acetic acid or acetic acid plus a small amount of water, and it is difficult to directly use pure water.
  • organic solvents such as acetic acid or acetic acid plus a small amount of water
  • the advantage of these methods is that the quality of the refined product obtained is good, but has high cost, low efficiency, complicated process and the like. .
  • the technical problem to be solved by the present invention is to provide a method for purifying acrylamidoalkylsulfonic acid which is low in cost, high in efficiency and simple in operation.
  • a method for purifying acrylamidoalkylsulfonic acid comprising the steps of:
  • R 1 wherein R 1 and R 2 are hydrogen and / or 1 to 20 carbons, the amount of material A exceeds its solubility under ambient conditions in the solvent C is such that the material is not A Will be completely dissolved by the solvent C;
  • step (3) is one of the following two conditions: 1) solid-liquid separation, the obtained solid is not dried, or dried under 50 ° C or lower. a process to obtain a purified product B having a water content of 1% or more; 2) Solid-liquid separation, the obtained solid is subjected to a drying process at 50 ° C or higher to obtain a purified product having a water content of less than 1%.
  • the method for purifying acrylamidoalkylsulfonic acid according to the present invention wherein the liquid obtained by solid-liquid separation is a mother liquor, and the solvent C includes a mother liquor obtained by previous purification or a solution containing the material A from other sources.
  • the content is 0 ⁇ 100%.
  • the solvent C comprises at least one solvent described below: water, an acid having 1-8 carbons, an amide having 1-8 carbons, Alcohol with 1-8 carbons, ketone with 1-8 carbons, ether with 1-8 carbons, ester with 1-8 carbons, alkane with 1-8 carbons, 1-8 A halogenated hydrocarbon of carbon.
  • the method for purifying acrylamidoalkylsulfonic acid according to the present invention wherein the amount of the material A added is 0.01 to 10 times more than the solubility in the solvent C under the environmental conditions.
  • the method for purifying acrylamidoalkylsulfonic acid according to the present invention wherein the temperature of the whole system during the purification process is controlled between -20 ° C and 120 ° C, and the temperature is controlled by a constant temperature or a different temperature.
  • the method for purifying acrylamidoalkylsulfonic acid according to the present invention wherein the contact time of the material A with the solvent C is from 0.5 to 48 hours.
  • the method for purifying acrylamidoalkylsulfonic acid according to the present invention wherein the amount of the material A added is more than 0.5-3 times the solubility in the solvent C under the environmental conditions; the whole system in the purification process
  • the temperature is controlled between 0 ° C and 25 ° (:, the contact time of the material A with the solvent C is 0.5-5 hours.
  • the method for purifying acrylamidoalkylsulfonic acid according to the present invention wherein the method further comprises adding a polymerization inhibitor at a concentration of 0 mg/kg to 1000 mg/kg and/or introducing oxygen or air for the purpose of reducing The risk of aggregation.
  • the method for purifying acrylamidoalkylsulfonic acid according to the present invention comprises the following steps:
  • the acrylamidomethylsulfonic acid of the formula wherein R 1 and R 2 are both methyl is stirred with water and slowly stirred or left for 0.5 to 3 hours, and the amount of the acrylamidomethylsulfonic acid added is In the environment, its solubility in water is 1-4 times, filtered or centrifuged to remove water to obtain a solid, and the purified product obtained is one of the following:
  • the obtained solid is a product, which does not undergo a drying process, or undergoes a drying process below 50 ° C, and has a water content of 1%;
  • the obtained solid is subjected to a drying process at a temperature of 50 ° C or more to obtain a product having a water content of ⁇ 1%.
  • the invention uses the excess material A to contact with the solvent C for a long time, and then solid-liquid separation to obtain a solid with reduced impurity content, directly obtaining moisture-free or dried to obtain a moisture-free purity.
  • the product compared with the conventional method, that is, the material is completely dissolved, and then the temperature is removed or the solvent is re-precipitated, and the purified product is separated, since less solvent is needed, less solvent can be used. And there is no need to increase the temperature, dissolve, or remove the solvent, so that the cost is reduced, the efficiency is increased, and the operation is simplified.
  • a method for purifying acrylamidoalkylsulfonic acid comprising the steps of:
  • the material A is mixed with the solvent C, wherein the material A is acrylamide-based methanesulfonic acid in which R 1 and R 2 are both methyl, and the solvent C is water, and the amount of the material A is Exceeding twice the solubility in water under the environmental conditions; the temperature of the whole system is controlled at 10 ° C during the purification process, and the temperature is controlled by a constant temperature; the contact time of the material A with the solvent C is 3 After the solid-liquid separation by filtration, the purified product B wet material is obtained, and the dried wet product B is obtained after drying the wet material.
  • a method for purifying acrylamidoalkylsulfonic acid comprising the steps of:
  • the material A is mixed with the solvent C, wherein the material A is acrylamide-based methanesulfonic acid in which R 1 and R 2 are both methyl, and the solvent C is water, and the solvent C also includes the former
  • the mother liquor obtained during the purification has a content of 50%; the amount of the material A added is more than 4 times the solubility in water under the environmental conditions; the whole system temperature is controlled at 0 ° C -25 during the purification process °C, the temperature action mode is to change different temperatures between 0 °C and 25 °C; adding 1000 mg/kg of polymerization inhibitor to the system; the contact time of the material A with the solvent C is 6 hours; The solid-liquid separation by centrifugation is carried out to obtain a purified product B wet material.
  • a method for purifying acrylamidoalkylsulfonic acid comprising the steps of:
  • the material A is mixed with the solvent C, which is the acrylamide-based methanesulfonic acid of the above formula wherein R 1 and R 2 are both methyl, and the solvent C is the mother liquid obtained in the previous purification, the material
  • the amount of A added is more than 0.1 times the solubility in water under the environmental conditions; the temperature of the whole system is controlled at 25 ° C during the purification process, and the temperature is controlled by a constant temperature; oxygen is introduced into the system,
  • the contact time of the material A with the solvent C was 0.2 hours; the solid product was separated by filtration to obtain a purified product B wet material, and the dried wet product B was obtained after drying the wet material.
  • a method for purifying acrylamidoalkylsulfonic acid comprising the steps of:
  • the material A is mixed with the solvent C, wherein the material A is acrylamide-based methanesulfonic acid in which R 1 and R 2 are both methyl, and the solvent C is acetic acid containing 50% of water.
  • the addition amount is more than 6 times of the solubility in the solvent C under the environmental conditions; the whole system temperature is controlled between -15 ° C and 90 ° C during the purification process, and the temperature action mode is -15 Changing the temperature between °C and 90 °C; introducing air into the reaction system, the contact time of the material A with the solvent C is 1 hour; solid-liquid separation by filtration, obtaining the purified product B wet material.
  • a method for purifying acrylamidoalkylsulfonic acid comprising the steps of:
  • the material A is mixed with the solvent C, which is an acrylamidomethylsulfonic acid of the above formula wherein R 1 is an ethyl group, 2 is an alkyl group of 20 carbons, and the solvent C is 1-8 a carbon alcohol, the solvent C comprising a further solution containing the material A in an amount of 60%; the material A is added in an amount exceeding 5 times its solubility in the solvent C under the environmental conditions
  • the whole system temperature is controlled at 45 ° C during the purification process, and the temperature action mode is constant temperature; the contact time of the material A with the solvent C is 24 hours; and the purified product B is obtained by centrifugal solid-liquid separation.
  • the wet material is dried to obtain a purified dried product B.
  • a method for purifying acrylamidoalkylsulfonic acid comprising the steps of:
  • the material A is mixed with the solvent C, wherein the material A is an alkyl group in which R 1 is 15 carbons, R 2 is an alkyl group of 8 carbons, and the solvent C is Acetone, the amount of the material A added is more than twice the solubility in the solvent C under the environmental conditions; the temperature of the whole system is controlled between 5 ° C and 30 ° C during the purification process, and the temperature is controlled.
  • the method is to change different temperatures between 5 ° C and 30 ° C; a concentration inhibitor of 50 mg/kg is added to the system, and the contact time of the material A with the solvent C is 48 hours; The liquid was separated to obtain a purified product B wet material.
  • a method for purifying acrylamidoalkylsulfonic acid comprising the steps of:
  • the material A is mixed with the solvent C, which is an acrylamide-based methanesulfonic acid of the above formula wherein R 1 is H, R 2 is an alkyl group of 12 carbons, and the solvent C is the material A.
  • Dimethylformamide the amount of the material A added is more than 4 times its solubility in the solvent C under the environmental conditions; the whole system temperature is controlled at 70 ° C during the purification process, the temperature mode of action The temperature is constant; the contact time of the material A with the solvent C is 5 minutes; the solidified product is separated by filtration to obtain the purified product B wet material, and the dried wet product B is obtained after drying the wet material.
  • a method for purifying acrylamidoalkylsulfonic acid comprising the steps of:
  • the material A is mixed with the solvent C, wherein the material A is an alkyl group in which R 1 is 15 carbons, R 2 is an alkyl group of 2 carbons, and the solvent C is Aqueous and a mixture of acetone and methyl ethyl ether and chloroform, the amount of the material A added is more than three times its solubility in water under the environmental conditions; the whole system temperature is controlled at 10 ° C during the purification process -30 ° C, the temperature mode of action is to change between 10 ° C -30 ° C different temperatures; the contact time of the material A and the solvent C is 0.5 hours; using centrifugal solid-liquid separation, the purified Product B wet material.
  • a method for purifying acrylamidoalkylsulfonic acid comprising the steps of:
  • the material A is an acrylamidomethylsulfonic acid of the above formula wherein both R 1 and R 2 are methyl groups, and the temperature of the whole system is controlled during the purification process.
  • the contact time of the material A with water was 1 hour at 15 ° C; the solid-liquid separation by filtration was carried out to obtain the purified product B wet material.
  • the method for purifying acrylamide-based alkyl sulfonic acid of the invention does not need to completely dissolve the material, can use less solvent, and does not need to be heated, dissolved, cooled or precipitated in a solvent, and is purified than conventional recrystallization.
  • the method is greatly simplified, and a product with better quality than the ordinary simple washing method can be obtained; in particular, since the double bond of the acrylamidoalkylsulfonic acid is thermally unstable in water, the industry mainly uses a certain amount of water.
  • the solvent is purified by a solvent such as acetic acid or methanol, and the cost is high and the pollution is large.
  • the method does not have a heating and heating process, the water can be directly used as a solvent for purification, so that the cost is greatly reduced, the efficiency is remarkably improved, and the operation is greatly simplified.
  • the method is environmentally friendly, energy-saving, safe and reliable, and has great market prospects and strong industrial applicability.

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  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

本发明公开了一种纯化丙烯酰胺基烷基磺酸的方法，所述方法包括如下步骤：（1）将物料A与溶剂C混匀接触，所述物料A的量超过其所在环境条件下在所述溶剂C中的溶解度，使得所述物料A不会被所述溶剂C全部溶解；（2）保持所述物料A与所述溶剂C混匀接触至少5分钟；（3）固液分离，所得固体即杂质减少后的纯化产品B。本发明所述纯化方法不需将物料溶完，故能使用较少的溶剂，并且不需升温溶解，降温或除溶剂析出等步骤，故成本降低，效率升高，操作得到简化。

Description

技术领域
本发明涉及一种纯化方法， 特别是涉及一种用于纯化丙烯酰胺基烷基磺酸的方法。 背景技术
丙烯酰胺基烷基磺酸及其类似物主要作为共聚和均聚单体广泛应用于许多行业， 对于一 些要求聚合度很高的情况， 直接合成出来的产品可能还需精制来进一步提高品质。 文献及生 产实际中， 涉及对丙烯酰胺基烷基磺酸进行重结晶纯化的很多， 例如美国专利 4,337,215， 但 现有技术的这些精制过程都是将所加固体全部溶解， 例如升高温度将固体溶完， 然后通过体 系降温或蒸发减少溶剂等方法重新析出固体， 而不是计划使用显著过量的固体。 并且这些方 法主要都使用有机溶剂， 例如醋酸或醋酸加少量水， 难以直接使用纯水， 这些方法的优点是 所得到的精制产品的质量很好， 但有成本高， 效率低， 过程复杂等缺点。
发明内容
本发明要解决的技术问题是提供一种成本低、 效率高、 操作简便的纯化丙烯酰胺基烷基 磺酸的方法。
一种纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
( 1 ) 将物料 A与溶剂 C混匀接触， 所述物料 A包括至少一种下面通式所代表的丙烯酰 胺基烷基磺酸化合物：
0 R2
II I CH2=CH-C-NH-C-CH2-S03H
R1 式中 R1和 R2是氢或 /和 1到 20个碳的烷基， 所述物料 A的量超过其所在环境条件下在 所述溶剂 C中的溶解度， 使得所述物料 A不会被所述溶剂 C全部溶解；
(2) 保持所述物料 A与所述溶剂 C混匀接触至少 5分钟；
(3 ) 固液分离， 由于分离除掉的液体带走了溶解在液体中的部分杂质， 故分离所得固体 的杂质含量下降， 得到纯化后的产品 B。
本发明所述的纯化丙烯酰胺基烷基磺酸的方法， 其中步骤 （3 ) 为以下两种情况之一： 1 ) 固液分离， 所得固体不经干燥过程， 或经过 50°C以下的干燥过程， 得到水含量大于等 于 1%的纯化后的产品 B; 2 ) 固液分离， 所得固体经过 50°C以上的干燥过程， 得到水含量小于 1%的纯化后的产品
B。
本发明所述的纯化丙烯酰胺基烷基磺酸的方法， 其中固液分离得到的液体为母液， 所述 溶剂 C中包括以前纯化时得到的母液或其它来源的含所述物料 A的溶液， 含量为 0~100%。
本发明所述的纯化丙烯酰胺基烷基磺酸的方法， 其中所述溶剂 C包括至少一种下面所述 溶剂： 水、 含 1-8个碳的酸， 含 1-8个碳的酰胺， 含 1-8个碳的醇、 含 1-8个碳的酮、 含 1-8 个碳的醚、 含 1-8个碳的酯、 含 1-8个碳的烷烃， 含 1-8个碳的卤代烃。
本发明所述的纯化丙烯酰胺基烷基磺酸的方法， 其中所述物料 A的添加量为超过其在所 处环境条件下在溶剂 C中的溶解度的 0.01-10倍。
本发明所述的纯化丙烯酰胺基烷基磺酸的方法， 其中纯化过程中整个体系温度控制在 -20°C到 120°C之间， 温度作用方式为恒温或变换不同温度。
本发明所述的纯化丙烯酰胺基烷基磺酸的方法，其中所述物料 A与所述溶剂 C的接触时 间为 0.5-48小时。
本发明所述的纯化丙烯酰胺基烷基磺酸的方法， 其中所述物料 A的添加量为超过其在所 处环境条件下在溶剂 C中的溶解度的 0.5-3倍； 纯化过程中整个体系温度控制在 0°C到 25° (：， 所述物料 A与所述溶剂 C的接触时间为 0.5-5小时。
本发明所述的纯化丙烯酰胺基烷基磺酸的方法， 其中所述方法还包括添加浓度为 0mg/kg~1000mg/kg的阻聚剂和 /或通入氧气或空气， 其目的是减小聚合的风险。
本发明所述的纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
所述通式中 R1和 R2都是甲基的丙烯酰胺基甲基磺酸与水搅匀后缓慢搅拌或放置 0.5-3小 时， 所述丙烯酰胺基甲基磺酸的添加量为在所处环境下其在水中的溶解度的 1-4倍， 过滤或 离心去掉水， 得到固体， 所得纯化产品为以下几种之一：
( 1 )所得固体即为产品， 不经过干燥过程， 或经过 50°C以下的干燥过程， 水含量 1%;
(2 ) 所得固体经过 50°C以上温度的干燥过程， 得到水含量 < 1%的产品。
本发明与现有技术不同之处在于： 本发明采用过量物料 A与溶剂 C较长时间接触后， 固 液分离得到杂质含量减少的固体， 直接得到含湿的或干燥后得到无湿的纯度提高了的产品, 与常规的方法， 即将物料全部溶完， 然后降温或除溶剂将物料重新析出后， 分离得到纯化产 品的做法相比， 由于不需将物料溶完， 故能使用较少的溶剂， 并且不需升温溶解， 降温或除溶 剂析出等步骤， 故成本降低， 效率升高， 操作得到简化。
下面结合具体实施例对本发明所述方法作进一步说明。 具体实施方式
实施例 1
一种纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
将物料 A与溶剂 C混匀接触， 所述物料 A为前述通式中 R1和 R2都是甲基的丙烯酰胺基 甲基磺酸， 溶剂 C为水， 所述物料 A的添加量为超过其在所处环境条件下在水中的溶解度的 2倍； 所述纯化过程中整个体系温度控制在 10°C, 温度作用方式为恒温； 所述物料 A与所述 溶剂 C的接触时间为 3小时； 采用过滤方式固液分离， 得到纯化后的产品 B湿料， 将所述湿 料干燥后得到纯化后的干燥产品 B。
实施例 2
一种纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
将物料 A与溶剂 C混匀接触， 所述物料 A为前述通式中 R1和 R2都是甲基的丙烯酰胺基 甲基磺酸， 溶剂 C为水， 所述溶剂 C中还包括以前纯化时得到的母液， 含量为 50%; 所述物 料 A的添加量为超过其在所处环境条件下在水中的溶解度的 4倍； 所述纯化过程中整个体系 温度控制在 0°C-25°C, 温度作用方式为在 0°C-25°C之间变换不同温度；向体系中加入 1000mg/kg 的阻聚剂； 所述物料 A与所述溶剂 C的接触时间为 6小时； 采用离心方式固液分离， 得到纯 化后的产品 B湿料。
实施例 3
一种纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
将物料 A与溶剂 C混匀接触， 所述物料 A为前述通式中 R1和 R2都是甲基的丙烯酰胺基 甲基磺酸， 溶剂 C为以前纯化时得到的母液， 所述物料 A的添加量为超过其在所处环境条件 下在水中的溶解度的 0.1倍;所述纯化过程中整个体系温度控制在 25°C, 温度作用方式为恒温; 向体系中通入氧气， 所述物料 A与所述溶剂 C的接触时间为 0.2小时； 采用过滤方式固液分 离， 得到纯化后的产品 B湿料， 将所述湿料干燥后得到纯化后的干燥产品 B。
实施例 4
一种纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
将物料 A与溶剂 C混匀接触， 所述物料 A为前述通式中 R1和 R2都是甲基的丙烯酰胺基 甲基磺酸， 溶剂 C为含水 50%的乙酸， 所述物料 A的添加量为超过其在所处环境条件下在溶 剂 C中的溶解度的 6倍； 所述纯化过程中整个体系温度控制在 -15°C-90°C之间，温度作用方式 为在 -15°C-90°C之间变换不同温度； 向反应体系中通入空气， 所述物料 A与所述溶剂 C的接 触时间为 1小时； 采用过滤方式固液分离， 得到纯化后的产品 B湿料。 一种纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
将物料 A与溶剂 C混匀接触， 所述物料 A为前述通式中 R1为乙基， 2为 20个碳的烷基 的丙烯酰胺基甲基磺酸， 溶剂 C为含 1-8个碳的醇， 所述溶剂 C中包括含有所述物料 A的其 他溶液， 其含量为 60%; 所述物料 A的添加量为超过其在所处环境条件下在溶剂 C中的溶解 度的 5倍； 所述纯化过程中整个体系温度控制在 45°C, 温度作用方式为恒温； 所述物料 A与 所述溶剂 C的接触时间为 24小时；采用离心方式固液分离， 得到纯化后的产品 B湿料，将所 述湿料干燥后得到纯化后的干燥产品 B。
实施例 6
一种纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
将物料 A与溶剂 C混匀接触， 所述物料 A为前述通式中 R1为 15个碳的烷基， R2为 8个 碳的烷基的丙烯酰胺基甲基磺酸， 溶剂 C为丙酮， 所述物料 A的添加量为超过其在所处环境 条件下在溶剂 C中的溶解度的 2倍； 所述纯化过程中整个体系温度控制在 5°C-30°C之间， 温 度作用方式为在 5°C-30°C之间变换不同温度； 向体系中加入浓度为 50mg/kg的阻聚剂， 所述 物料 A与所述溶剂 C的接触时间为 48小时； 采用过滤方式固液分离， 得到纯化后的产品 B 湿料。
实施例 7
一种纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
将物料 A与溶剂 C混匀接触， 所述物料 A为前述通式中 R1为 H, R2为 12个碳的烷基的 丙烯酰胺基甲基磺酸，溶剂 C为含有所述物料 A的二甲基甲酰胺，所述物料 A的添加量为超 过其在所处环境条件下在溶剂 C 中的溶解度的 4倍； 所述纯化过程中整个体系温度控制在 70°C, 温度作用方式为恒温； 所述物料 A与所述溶剂 C的接触时间为 5分钟； 采用过滤方式 固液分离， 得到纯化后的产品 B湿料， 将所述湿料干燥后得到纯化后的干燥产品 B。
实施例 8
一种纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
将物料 A与溶剂 C混匀接触， 所述物料 A为前述通式中 R1为 15个碳的烷基, R2为 2个 碳的烷基的丙烯酰胺基甲基磺酸， 溶剂 C为含水和丙酮和甲乙醚和三氯甲烷的混合物， 所述 物料 A的添加量为超过其在所处环境条件下在水中的溶解度的 3倍； 所述纯化过程中整个体 系温度控制在 10°C-30°C, 温度作用方式为在 10°C-30°C之间变换不同温度；所述物料 A与所述 溶剂 C的接触时间为 0.5小时； 采用离心方式固液分离， 得到纯化后的产品 B湿料。 实施例 9
一种纯化丙烯酰胺基烷基磺酸的方法， 包括如下步骤：
将 1500克物料 A与 500克水混匀接触， 所述物料 A为前述通式中 R1和 R2都为甲基的 丙烯酰胺基甲基磺酸， 所述纯化过程中整个体系温度控制在 15°C, 所述物料 A与水的接触时 间为 1小时； 采用过滤方式固液分离， 得到纯化后的产品 B湿料。
以上所述的实施例仅仅是对本发明的优选实施方式进行描述， 并非对本发明的范围进行 限定， 在不脱离本发明设计精神的前提下， 本领域普通技术人员对本发明的技术方案作出的 各种变形和改进， 均应落入本发明权利要求书确定的保护范围内。
工业实用性
本发明所述纯化丙烯酰胺基烷基磺酸的方法， 不需将物料完全溶解， 能使用较少的溶剂， 并且不需升温溶解、降温或除溶剂析出等步骤， 既比常规的重结晶纯化方法大大简化， 又能得 到比普通的简单洗涤方法更好质量的产品； 特别是由于丙烯酰胺基烷基磺酸的双键在水中受 热不稳定的性质， 目前工业上主要使用含一定量水的乙酸或甲醇等溶剂进行精制， 成本高污 染大， 而本方法由于没有加热升温过程等， 故能够直接使用水为溶剂进行精制， 使得成本大 大降低， 效率显著提高， 操作大大简化； 本发明所述方法环保节能， 安全可靠， 具有很大的 市场前景和很强的工业实用性。

Claims

权 利 要 求
1、 一种纯化丙烯酰胺基烷基磺酸的方法， 其特征在于： 包括如下步骤：
( 1 ) 将物料 A与溶剂 C混匀接触， 所述物料 A包括至少一种下面通式所代表的丙烯酰 胺基烷基磺酸化合物：
0 R2
II I CH2=CH-C-NH-C-CH2-S03H
I
R1 式中 R1和 R2是氢或 /和 1到 20个碳的烷基， 所述物料 A的量超过其所在环境条件下在 所述溶剂 C中的溶解度， 使得所述物料 A不会被所述溶剂 C全部溶解；
( 2) 保持所述物料 A与所述溶剂 C混匀接触至少 5分钟；
( 3 ) 固液分离， 所得固体即纯化后的产品 B。
2、 根据权利要求 1所述的纯化丙烯酰胺基烷基磺酸的方法， 其特征在于： 步骤 （3 ) 为 以下两种情况之一：
1 ) 固液分离， 所得固体不经干燥过程， 或经过 50°C以下的干燥过程， 得到水含量大于等 于 1%的纯化后的产品 B;
2 ) 固液分离， 所得固体经过 50°C以上的干燥过程， 得到水含量小于 1%的纯化后的产品
B。
3、根据权利要求 2所述的纯化丙烯酰胺基烷基磺酸的方法， 其特征在于： 固液分离得到 的液体为母液，所述溶剂 C中包括以前纯化时得到的母液或其它来源的含所述物料 A的溶液， 含量为 0~100%。
4、根据权利要求 2或 3所述的纯化丙烯酰胺基烷基磺酸的方法， 其特征在于： 所述溶剂 C包括至少一种下面所述溶剂： 水、 含 1-8个碳的酸， 含 1-8个碳的酰胺， 含 1-8个碳的醇、 含 1-8个碳的酮、 含 1-8个碳的醚、 含 1-8个碳的酯、 含 1-8个碳的烷烃， 含 1-8个碳的卤代 烃。
5、 根据权利要求 4所述的纯化丙烯酰胺基烷基磺酸的方法， 其特征在于： 所述物料 A的 添加量为超过其在所处环境条件下在溶剂 C中的溶解度的 0.01-10倍。
6、 根据权利要求 5所述的纯化丙烯酰胺基烷基磺酸的方法， 其特征在于： 纯化过程中整 个体系温度控制在 -20°C到 120°C之间， 温度作用方式为恒温或变换不同温度。
7、 根据权利要求 6所述的纯化丙烯酰胺基烷基磺酸的方法， 其特征在于： 所述物料 A与 所述溶剂 C的接触时间为 0.5-48小时。
8、 根据权利要求 7所述的纯化丙烯酰胺基烷基磺酸的方法， 其特征在于： 所述物料 A的 添加量为超过其在所处环境条件下在溶剂 C中的溶解度的 0.5-3倍； 纯化过程中整个体系温 度控制在 0°C到 25° (：， 所述物料 A与所述溶剂 C的接触时间为 0.5-5小时。
9、 根据权利要求 5或 6或 7或 8所述的纯化丙烯酰胺基烷基磺酸的方法， 其特征在于： 还包括添加阻聚剂到浓度为 0mg/kg~1000mg/kg和 /或通入氧气或空气。
10、根据权利要求 9所述的纯化丙烯酰胺基烷基磺酸的方法，其特征在于：包括如下步骤: 所述通式中 R1和 R2都是甲基的丙烯酰胺基甲基磺酸与水搅匀后缓慢搅拌或放置 0.5-3小 时， 所述丙烯酰胺基甲基磺酸的添加量为在所处环境下其在水中的溶解度的 1-4倍， 过滤或 离心去掉水， 得到固体， 所得纯化产品为以下几种之一：
( 1 )所得固体即为产品， 不经过干燥过程， 或经过 50°C以下的干燥过程， 水含量 1%;
(2) 所得固体经过 50°C以上温度的干燥过程， 得到水含量 < 1%的产品。
PCT/CN2014/071948 2013-06-06 2014-02-11 一种纯化丙烯酰胺基烷基磺酸的方法 WO2014194690A1 (zh)

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