CN102617428A - 一种螯合剂5-甲基-2-巯基苯甲酸的合成方法 - Google Patents

一种螯合剂5-甲基-2-巯基苯甲酸的合成方法 Download PDF

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CN102617428A
CN102617428A CN2012100493584A CN201210049358A CN102617428A CN 102617428 A CN102617428 A CN 102617428A CN 2012100493584 A CN2012100493584 A CN 2012100493584A CN 201210049358 A CN201210049358 A CN 201210049358A CN 102617428 A CN102617428 A CN 102617428A
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methyl
hydrosulfuryl
benzoic acid
methylbenzene thiophenol
thiophenol
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湛雪辉
李朝辉
李侠
姜红宇
曹芬
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Changsha University of Science and Technology
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Changsha University of Science and Technology
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Abstract

本发明涉及了一种5-甲基-2-巯基苯甲酸的合成方法。该物质是一种螯合剂，在有机溶剂（可以是石油醚、乙醚、二氯甲烷、三氯甲烷，氯苯，硝基苯）中，加入反应物对甲基苯硫酚、催化剂（可以是三氯化铝、三氯化铁）和草酰氯，合成了5-甲基-2-巯基苯甲酸。该合成方法工艺简单，产品易于分离提纯，收率高。

Description

一种螯合剂5-甲基-2-巯基苯甲酸的合成方法
本发明涉及了一种5-甲基-2-巯基苯甲酸的合成方法。该物质是一种螯合剂，在有机溶剂(可以是石油醚、乙醚、二氯甲烷、三氯甲烷，氯苯，硝基苯)中，加入反应物对甲基苯硫酚、催化剂(可以是三氯化铝、三氯化铁)和草酰氯，合成了5-甲基-2-巯基苯甲酸。该合成方法工艺简单，产品易于分离提纯，收率高。 
一种合成5-甲基-2-巯基苯甲酸的方法 
技术领域
本发明涉及一种合成5-甲基-2-巯基苯甲酸的方法，属于精细化工产品生产的技术领域。 
技术背景
高浓度的重金属废水对人体的身体健康，居住环境和生态系统都具有严重的危害，由日本发生的‘水吴病’和‘痛痛病’而备受关注。重金属离子具有不可降解性，生物累积性，剧毒性，因此，必须进一步的处理才能排放。 
目前重金属废水的处理方法主要有沉淀法、浮选法、氧化还原法、电解法、离子交换法、吸附法、膜法和生物化法。其中化学沉淀法由于操作技术、设备要求简单，能够处理大量的重金属离子废水而倍受企业所亲耐。然而传统的中和沉淀法由于在处理高浓度的酸性溶液时需要耗费大量的碱而并产生大量的污泥，并且不能深度处理重金属络合废水的缺点。研究表明螯合沉淀法能一次性处理重金属络合废水，达到国家重金属废水排放标准。重金属离子例如Cd2+，Pd2+、Co2+、Ni2+、Hg2+、Cu2+等由于其特殊的电子层结构，易与含有O、N、S、P、Cl、Br等原子的螯合剂相结合，形成螯合体结构而沉淀。并且螯合剂由于其灵敏度高，可循环使用成为水处理的一种重要方法。 
目前，大多数采用含有双巯基或者氨基-巯基型螯合剂来处理重金属离子。上述螯合剂在重金属废水处理过程中有很大的局限性，双巯基型螯合剂容易在酸性条件下释放H2S，在空气中氧化成亚砜而失活，氨基型螯合剂也易被空气氧化成亚硝基化合物而失活。本发明以对甲基硫酚为原料合成5-甲基-2-巯基苯甲酸，利用氧原子对环境友好，对空气稳定性高的优点，并设计了螯合剂能与金属离子形成环内不饱和六元环的方式来提高螯合性能，期待得到一种新型低毒，高效的重金属螯合剂。 
发明内容
本发明是提供一种合成5-甲基-2-巯基苯甲酸的合成方法。该方法合成简单，产物易于分离提纯。 
本发明是通过以下技术方案实现的。以对甲基苯硫酚为原料合成5-甲基-2-巯基苯甲酸的工艺过程，其特征在于：在经无水硫酸镁脱水的有机溶剂(可以是石油醚、乙醚、二氯甲烷、三氯甲烷，氯苯，硝基苯)中加入对甲基苯硫，待其完全溶解后，加入1.2-2.6倍于对甲基苯硫酚物质的量的催化剂(可以是三氯化铝和三氯化铁)。用滴液漏斗缓慢滴加0.7-0.9倍于对甲基苯硫酚物质的量的草酰氯，室温下反应1-3h。反应结束后加入6mol/L盐酸进行酸解，并升温至50℃，强烈搅拌至无HCl气体放出为止，然后冷却至室温，分出下层液体，用蒸馏水洗至中性，旋转蒸发有机溶剂，得到黄色固体，用乙醇和三氯甲烷重结晶后得到5-甲基-2-巯基苯甲酸。 
本发明的优点在于提供了一种新的螯合剂的合成方法，其合成方法简单，产物易于分离提纯，反应效率高，螯合剂对环境无害，对空气稳定。 
具体实施方式
氯仿经无水硫酸镁干燥，无水三氯化铝升华后使用。100mL三口烧瓶中加入溶有0.62g对甲基苯硫酚的6mL三氯甲烷和无水三氯化铝，室温下搅拌10min。搅拌下滴加含有0.47mL草酰氯，滴加完毕后，室温搅拌2h。加入6mol/L盐酸8mL酸解，升温置50℃并继续搅拌至无HCl气体放出为止，冷却后分液，水洗至中性，取下层溶液旋转蒸发至干，水洗，乙醇洗，再水洗，干燥后得黄色固体，用氯仿和乙醇重结晶得到黄色5-甲基-2-巯基苯甲酸晶体。 
1.一种以对甲基苯硫酚为原料合成5-甲基-2-巯基苯甲酸的方法，其特征在 
于：在无水有机溶剂(可以是石油醚、乙醚、二氯甲烷、三氯甲烷，氯苯，硝基苯)中加入对甲基苯硫酚，溶解后加入其物质的量为对甲基苯硫酚的1.2～2.6倍催化剂(可以是三氯化铝、三氯化铁)，缓慢滴加物质的量为对甲基苯硫酚的0.7-0.9倍的草酰氯。在室温下反应1-3h后，加入6mol/L盐酸进行酸解，升温至50℃，强烈搅拌至无氯化氢气体放出为止。分出下层液体，水洗至中性，取下层溶剂旋转蒸发至干，得到黄色固体，用乙醇和三氯甲烷重结晶得到5-甲基-2-巯基苯甲酸黄色晶体。 

Claims (3)

1.一种以对甲基苯硫酚为原料合成5-甲基-2-巯基苯甲酸的方法，其特征在
于：在无水有机溶剂（可以是石油醚、乙醚、二氯甲烷、三氯甲烷，氯苯，硝基苯）中加入对甲基苯硫酚，溶解后加入其物质的量为对甲基苯硫酚的1.2~2.6倍催化剂（可以是三氯化铝、三氯化铁），缓慢滴加物质的量为对甲基苯硫酚的0.7-0.9倍的草酰氯。
2.在室温下反应1-3h后，加入6mol/L盐酸进行酸解，升温至50℃，强烈搅拌至无氯化氢气体放出为止。
3.分出下层液体，水洗至中性，取下层溶剂旋转蒸发至干，得到黄色固体，用乙醇和三氯甲烷重结晶得到5-甲基-2-巯基苯甲酸黄色晶体。
CN2012100493584A 2012-02-29 2012-02-29 一种螯合剂5-甲基-2-巯基苯甲酸的合成方法 Pending CN102617428A (zh)

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CN108585280A (zh) * 2018-05-16 2018-09-28 东莞市三人行环境科技有限公司 一种含铬铜镍废水的处理工艺
CN110590626A (zh) * 2019-09-26 2019-12-20 中国科学技术大学 制备氧代巯基乙酸类化合物的方法

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108585280A (zh) * 2018-05-16 2018-09-28 东莞市三人行环境科技有限公司 一种含铬铜镍废水的处理工艺
CN110590626A (zh) * 2019-09-26 2019-12-20 中国科学技术大学 制备氧代巯基乙酸类化合物的方法

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Application publication date: 20120801