CN103553883A - 分子筛和杂多酸共催化合成双酚af的方法 - Google Patents
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Abstract
本发明提供了一种利用分子筛和杂多酸催化合成双酚AF的方法，属于化学合成机领域。该方法以苯酚和三水合六氟丙酮为原料，以分子筛和杂多酸为复合催化剂，在有机溶剂中、氮气保护下，于120～200℃反应10～20小时；反应结束后自然冷却至室温，过滤除去催化剂，水洗后用***萃取，有机相用无水硫酸钠干燥，蒸馏除去有机溶剂，柱层析得双酚AF。本发明以分子筛和杂多酸为复合催化剂，有效提高了苯酚和三水合六氟丙酮的反应效率和双酚AF的收率，同时避免了使用毒性较大的六氟丙酮气体原料和腐蚀性较强的氟化氢气体催化剂，对环境友好，对设备要求较低，从而降低了合成成本，有利于工业化。
Description
技术领域
本发明涉及一种双酚AF的合成方法，尤其涉及一种利用分子筛和杂多酸催化合成双酚AF的方法，属于化学合成机领域。
背景技术
双酚AF又称2,2-二-(4–羟苯基)六氟丙烷，也叫六氟双酚A，主要用于氟橡胶的硫化或交联。当用作硫化剂时，含有双酚AF的氟橡胶的最终产品容易加工且具有优越的性能，包括压缩变形，耐化学品，和热稳定性。双酚AF也可作为单体用于特种聚酰亚胺、聚酰胺、聚酯、聚碳酸酯和其它聚合物。含有双酚AF的聚合物也可用于耐高温异形件，电子材料，气体渗透膜和其它特种的聚合物材料。
目前，文献报道双酚AF的制备方法主要有三种。Knunyants等人最早在不锈钢高压釜中以苯酚和六氟丙酮气体为原料，在大量无水氟化氢气体存在下合成了双酚AF。Rammelt等人用苯酚和六氟环氧丙烷为原料，在大量无水氟化氢气体催化下制得了双酚AF。上述两种方法所用的原料六氟丙酮和六氟环氧丙烷都是气体，毒性较大且不易操作；其次所用催化剂都是大量的无水氟化氢气体，具有很强的腐蚀性、毒性和不易操作性。最近，吕春绪等人报道了以甲基磺酸作催化剂，以苯酚和三水合六氟丙酮为原料合成了双酚AF，但此方法所用催化剂较贵，反应时间较长，合成成本高。因此，寻找一种绿色环保、成本较低、易于操作的合成双酚AF的方法具有重大意义。
分子筛由于具有特殊的的孔径结构，在反应体系中会成为反应的良好载体，能提高反应的选择性，减少副反应发生；同时，分子筛具有吸水干燥功能，可以促进脱水反应的进行。杂多酸是由杂原子（如P、Si、Fe、Co等）和多原子（如Mo、W、V、Nb、Ta等）按一定的结构通过氧原子配位桥联组成的一类含氧多酸。杂多酸不但具有酸性，而且具有氧化还原性能，同时稳定性好，即可作均相反应催化剂，也可作非均相反应催化剂，甚至可作相转移催化剂，对环境无污染，具有很高的催化活性。本发明拟利用分子筛和杂多酸优良催化活性，共催化合成双酚AF。
发明内容
本发明的目的是针对现有技术中存在的问题，提供一种利用分子筛和杂多酸为催化剂制备双酚AF的方法。
本发明利用分子筛和杂多酸共催化合成双酚AF的方法，是以苯酚和三水合六氟丙酮为原料，以分子筛和杂多酸为催化剂，在有机溶剂中、氮气保护下，于120～200℃反应10～20小时；反应结束后自然冷却至室温，过滤除去催化剂，水洗后用***萃取，有机相用无水硫酸钠干燥，蒸馏除去有机溶剂，柱层析得双酚AF。其合成路线如下：
所述苯酚和三水合六氟丙酮的摩尔比为1:1～5:1。
所述分子筛为3A分子筛、4A分子筛、5A分子筛中至少一种，分子筛的质量为苯酚质量的0.02～1倍。
所述杂多酸为硅钨酸、磷钼酸和磷钨酸中至少一种，杂多酸的用量为苯酚摩尔量的0.01～0.5倍。
所述有机溶剂为苯、甲苯、二甲苯中至少一种。
本发明相对现有技术具有以下优点：
1、本发明以相对毒性较小的三水合六氟丙酮液体为原料，替代六氟丙酮气体和六氟环氧丙烷气体，对设备要求较低，环境友好。
2、本发明以分子筛和杂多酸为复合催化剂，由于分子筛特殊的的孔径结构，使其成为反应的良好载体，能提高反应的选择性，减少副反应发生；杂多酸不但具有酸性，而且具有氧化还原性能，因而在苯酚和三水合六氟丙酮反应中表现出很高的催化活性，缩短了苯酚和三水合六氟丙酮反应制备双酚AF时间，提高了的双酚AF收率（总收率可达87%以上）。
具体实施方式
下面通过具体实施例对本发明双酚AF的合成方法做进一步的说明。
实施例1
在氮气保护下，向反应器内分别加入苯酚（0.1 mol）和二甲苯（50 mL），然后在搅拌状态下缓慢滴加三水合六氟丙酮（0.05 mol），滴加完后加入粉末状3A分子筛（0.5 g）和磷钼酸（0.005 mol），加热至150℃反应20小时。反应结束后自然冷却至室温，过滤除去催化剂，在滤液中加入***（20 mL）和水（50 mL），分出有机相，用无水硫酸钠干燥，蒸馏除去有机溶剂，柱层析分离提纯得双酚AF，反应总收率为87%。
实施例2
在氮气保护下，向反应器内分别加入苯酚（0.5 mol）和二甲苯（250 mL），然后在搅拌状态下缓慢滴加三水合六氟丙酮（0.25 mol），滴加完后加入粉末状5A分子筛（2.5 g）和磷钼酸（0.025 mol），加热至150℃反应20小时。反应结束后自然冷却至室温，过滤除去催化剂，在滤液中加入***（100 mL）和水（250 mL），分出有机相，用无水硫酸钠干燥，蒸馏除去有机溶剂，柱层析分离提纯得双酚AF，反应总收率为81%。
实施例3
在氮气保护下，向反应器内分别加入苯酚（1.0 mol）和二甲苯（500 mL），然后在搅拌状态下缓慢滴加三水合六氟丙酮（0.3 mol），滴加完后加入粉末状4A分子筛（5 g）和磷钼酸（0.05 mol），加热至150℃反应30小时。反应结束后自然冷却至室温，过滤除去催化剂，在滤液中加入***（200 mL）和水（500 mL），分出有机相，用无水硫酸钠干燥，蒸馏除去有机溶剂，柱层析分离提纯得双酚AF，反应总收率为75%。
上述各实施例制备的双酚AF的表征：白色固体，熔点：159~161℃ (理论值：160.5~161.5℃); 1H NMR (CDCl3, 400 M): 5.83(s, 2H), 6.84 (d, J = 8.80 Hz, 4 H), 7.29 (d, J = 5.92 Hz, 4 H); m/Z (%): 336(M+, 87), 227(100), 199(53), 197(36), 169(38), 99(104)。
Claims (7)
1.利用分子筛和杂多酸催化合成双酚AF的方法，是以苯酚和三水合六氟丙酮为原料，以分子筛和杂多酸为催化剂，在有机溶剂中、氮气保护下，于120～200℃反应10～20h；反应结束后自然冷却至室温，过滤除去催化剂，水洗后用***萃取，有机相用无水硫酸钠干燥，蒸馏除去有机溶剂，柱层析得双酚AF。
2.如权利要求1所述利用分子筛和杂多酸催化合成双酚AF的方法，其特征在于：所述苯酚和三水合六氟丙酮的摩尔比为1:1～5:1。
3.如权利要求1所述利用分子筛和杂多酸催化合成双酚AF的方法，其特征在于：所述分子筛为3A分子筛、4A分子筛、5A分子筛中至少一种。
4.如权利要求1所述利用分子筛和杂多酸催化合成双酚AF的方法，其特征在于：所述分子筛的质量为苯酚质量的0.02～1倍。
5.如权利要求1所述利用分子筛和杂多酸催化合成双酚AF的方法，其特征在于：所述杂多酸为硅钨酸、磷钼酸、磷钨酸中至少一种。
6.如权利要求1所述利用分子筛和杂多酸催化合成双酚AF的方法，其特征在于：所述杂多酸的用量为苯酚摩尔量的0.01～0.5倍。
7.如权利要求1所述利用分子筛和杂多酸催化合成双酚AF的方法，其特征在于：所述有机溶剂为苯、甲苯、二甲苯中至少一种。
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110950740A (zh) * | 2019-12-20 | 2020-04-03 | 湖南有色郴州氟化学有限公司 | 一种六氟双酚a的合成方法 |
| CN112409125A (zh) * | 2020-11-30 | 2021-02-26 | 山东华夏神舟新材料有限公司 | 连续化制备二芳基六氟丙烷的方法 |
| CN116314986A (zh) * | 2023-01-16 | 2023-06-23 | 山东东岳未来氢能材料股份有限公司 | 一种液流电池膜的添加剂及高性能液流电池膜 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4946877A (en) * | 1988-02-10 | 1990-08-07 | Mitsui Toatsu Chemicals, Inc. | Process for producing bisphenol A |
| CN101747158A (zh) * | 2008-12-12 | 2010-06-23 | 南京理工大学 | 一步制备双酚af的方法 |
-
2013
- 2013-11-15 CN CN201310568813.6A patent/CN103553883A/zh active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4946877A (en) * | 1988-02-10 | 1990-08-07 | Mitsui Toatsu Chemicals, Inc. | Process for producing bisphenol A |
| CN101747158A (zh) * | 2008-12-12 | 2010-06-23 | 南京理工大学 | 一步制备双酚af的方法 |
Non-Patent Citations (3)
| Title |
|---|
| KRYSTYNA NOWINSKA等: "Synthesis of Bisphenol-A over heteropoly compounds encapsulated into mesoporous molecular sieves", 《APPLIED CATALYSIS A: GENERAL》, vol. 203, 31 December 2000 (2000-12-31) * |
| P.B.VENUTO等: "Organic Reactions Catalyzed by Crystalline Aluminosilicates III. Condensation Reactjons of Carbonyl Compounds", 《JOURNAL OF CATALYSIS》, vol. 6, 31 December 1966 (1966-12-31) * |
| 戴燕等: "双酚AF的简便合成", 《精细化工》, vol. 26, no. 8, 31 August 2009 (2009-08-31) * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110950740A (zh) * | 2019-12-20 | 2020-04-03 | 湖南有色郴州氟化学有限公司 | 一种六氟双酚a的合成方法 |
| CN112409125A (zh) * | 2020-11-30 | 2021-02-26 | 山东华夏神舟新材料有限公司 | 连续化制备二芳基六氟丙烷的方法 |
| CN112409125B (zh) * | 2020-11-30 | 2024-02-02 | 山东华夏神舟新材料有限公司 | 连续化制备二芳基六氟丙烷的方法 |
| CN116314986A (zh) * | 2023-01-16 | 2023-06-23 | 山东东岳未来氢能材料股份有限公司 | 一种液流电池膜的添加剂及高性能液流电池膜 |
| CN116314986B (zh) * | 2023-01-16 | 2024-06-11 | 山东东岳未来氢能材料股份有限公司 | 一种液流电池膜的添加剂及高性能液流电池膜 |
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