CN105348248A - 一种由co2与丙烯直接制备碳酸丙烯酯的方法 - Google Patents
一种由co2与丙烯直接制备碳酸丙烯酯的方法 Download PDFInfo
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 title claims abstract description 31
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 title claims abstract description 20
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- 239000005457 ice water Substances 0.000 claims abstract description 10
- 238000002360 preparation method Methods 0.000 claims abstract description 10
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- 239000004094 surface-active agent Substances 0.000 claims abstract description 7
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims abstract description 4
- 239000002994 raw material Substances 0.000 claims abstract description 4
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 claims abstract description 4
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims abstract description 3
- 229920000053 polysorbate 80 Polymers 0.000 claims abstract description 3
- 238000010438 heat treatment Methods 0.000 claims description 9
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract description 9
- 150000001875 compounds Chemical class 0.000 abstract 2
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- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 14
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 7
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- JQRLYSGCPHSLJI-UHFFFAOYSA-N [Fe].N1C(C=C2N=C(C=C3NC(=C4)C=C3)C=C2)=CC=C1C=C1C=CC4=N1 Chemical compound [Fe].N1C(C=C2N=C(C=C3NC(=C4)C=C3)C=C2)=CC=C1C=C1C=CC4=N1 JQRLYSGCPHSLJI-UHFFFAOYSA-N 0.000 description 5
- 235000011089 carbon dioxide Nutrition 0.000 description 5
- 238000001308 synthesis method Methods 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 2
- VZIQXGLTRZLBEX-UHFFFAOYSA-N 2-chloro-1-propanol Chemical compound CC(Cl)CO VZIQXGLTRZLBEX-UHFFFAOYSA-N 0.000 description 1
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- 238000006555 catalytic reaction Methods 0.000 description 1
- 208000012839 conversion disease Diseases 0.000 description 1
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Abstract
碳酸丙烯酯的制备方法,所用原料为CO2、O2与丙烯,其特征在于,包括下列步骤:(1)将O2、丙烯和CO2通入装有金属卟啉、复合表面活性剂和三甲苯的反应釜中进行反应;金属卟啉的用量为丙烯与CO2总重量的0.001%~0.02%;复合表面活性剂是十二烷基苯磺酸钠与吐温80的混合物,用量为丙烯与CO2总重量的10%~15%;三甲苯做溶剂,用量为丙烯与CO2总重量的200%~400%,使反应釜处于密封状态;(2)在120℃~130℃下反应3h~4h;(3)将反应釜置于冰水浴中,停止反应。上述的反应产率最好的可以达到95%。
Description
技术领域
本发明涉及碳酸丙烯酯的制备,尤其涉及仿生催化氧化丙烯,然后一步法制备碳酸丙烯酯。
背景技术
碳酸丙烯酯不仅是一种性能优良的有机溶剂,而且还是重要的有机化工产品,在有机合成、气体分离和电化学及金属萃取等领域得到了广泛应用。特别是近年来碳酸丙烯酯大量用作酯交换法合成碳酸二甲酯的原料,对碳酸丙烯酯合成方法的研究起到推动作用。碳酸丙烯酯主要通过酯交换法、光气法、氯丙醇法、尿素醇解法、二氧化碳和1,2.丙二醇合成法、二氧化碳与环氧丙烷合成法等方法合成,其中二氧化碳与环氧丙烷合成法是工业制备碳酸丙烯酯的主要方法。
但是,现有的二氧化碳与环氧丙烷合成法工业制备碳酸丙烯酯存在制备方法产率低,反应条件苛刻等方面的问题。
发明内容
本发明要解决现有技术的二氧化碳与环氧丙烷合成法工业制备碳酸丙烯酯存在的产率低,反应条件苛刻的技术问题。
本发明的碳酸丙烯酯的制备方法,所用原料为CO2、O2与丙烯,其特征在于,包括下列步骤:
1)将O2、丙烯和CO2通入装有金属卟啉、复合表面活性剂和三甲苯的反应釜中进行反应;金属卟啉的用量为丙烯与CO2总重量的0.001%~0.02%;复合表面活性剂是十二烷基苯磺酸钠与吐温80的混合物,用量为丙烯与CO2总重量的10%~15%;三甲苯作溶剂,用量为丙烯与CO2总重量的200%~400%,使反应釜处于密封状态;
2)通入0.3MPa~0.5MPa的丙烯,0.8MPa~1.5MPa的CO2,0.3MPa~0.5MPa的O2,在120℃~130℃下反应3h~4h;
3)将反应釜置于冰水浴中,停止反应。
本发明的碳酸丙烯酯的制备方法效果如下:
1)使用复合表面活性剂与金属卟啉作为催化剂,二者协同作用,使O2与丙烯进行化学反应制备环氧丙烷,,比只使用金属卟啉作为催化剂,大大提高了反应转化率,环氧丙烷再与二氧化碳反应得到碳酸丙烯酯。上述的反应产率最好的可以达到95%;
2)反应压力最高为1.8MPa,反应温度最高为130℃,反应条件温和,易于实现,可节省成本。
优选地,所使用的金属卟啉是5,10,15,20-四(取代苯基)铁、钴、锰卟啉。
优选地,充入0.35MPa的丙烯,0.9MPa的CO2,0.39MPa的O2,在130℃下反应4h。
优选地,丙烯、CO2和O2都是工业级的。
优选地,将反应釜置于电热套,设置加热温度,并且使用传感器进行控温。
具体实施方式
实施例1
取80ml三甲苯,0.001克5,10,15,20-四(4-氟苯基)铁卟啉,1.0克十二烷基苯磺酸钠,1.2克吐温80于反应釜中,密封。分别通入0.50MPa丙烯,0.8MPaCO2,0.30MPaO2,将反应釜置于电热套,设置加热温度,并且使用传感器进行控温,在120℃下反应4h,将反应釜置于冰水浴中,停止反应,将反应液混匀,取0.1894g反应液,加入0.0934g氯苯作内标,再加入30ml乙酸乙酯作溶剂,配成混合溶液,用气相色谱仪中已经建立的方法测定其浓度,得到产率为90%。
实施例2
取800ml三甲苯,0.01克5,10,15,20-四(4-氯苯基)铁卟啉,10克十二烷基苯磺酸钠,12克吐温80于反应釜中,密封。分别通入0.35MPa丙烯,0.9MPaCO2,0.50MPaO2,将反应釜置于电热套,设置加热温度,并且使用传感器进行控温,在125℃下反应3h,将反应釜置于冰水浴中,停止反应,将反应液混匀,取0.1894g反应液,加入0.0934g氯苯作内标,再加入30ml乙酸乙酯作溶剂,配成混合溶液,用气相色谱仪中已经建立的方法测定其浓度,得到产率为92%。
实施例3
取80ml三甲苯,0.001克5,10,15,20-四(4-甲氧苯基)锰卟啉于反应釜中,1.2克十二烷基苯磺酸钠,1.4克吐温80,密封。分别通入0.30MPa丙烯,0.8MPaCO2,0.31MPaO2,将反应釜置于电热套,设置加热温度,并且使用传感器进行控温,在123℃下反应3h,将反应釜置于冰水浴中,停止反应,将反应液混匀,取0.1894g反应液,加入0.0934g氯苯作内标,再加入30ml乙酸乙酯作溶剂,配成混合溶液,用气相色谱仪中已经建立的方法测定其浓度,得到产率为56%。
实施例4
取80ml三甲苯,0.001克5,10,15,20-四(4-氟苯基)钴卟啉,1.0克十二烷基苯磺酸钠,1.4克吐温80,密封。分别通入0.30MPa丙烯,0.8MPaCO2,0.31MPaO2,将反应釜置于电热套,设置加热温度,并且使用传感器进行控温,在128℃下反应4h,将反应釜置于冰水浴中,停止反应,将反应液混匀,取0.1894g反应液,加入0.0934g氯苯作内标,再加入30ml乙酸乙酯作溶剂,配成混合溶液,用气相色谱仪中已经建立的方法测定其浓度,得到产率为60%。
实施例5
取80ml三甲苯,0.001克5,10,15,20-四(4-氟苯基)铁卟啉,0.8克十二烷基苯磺酸钠,1.2克吐温80于反应釜中,密封。分别通入0.30MPa丙烯,0.8MPaCO2,0.31MPaO2,将反应釜置于电热套,设置加热温度,并且使用传感器进行控温,在129℃下反应3.5h,将反应釜置于冰水浴中,停止反应,将反应液混匀,取0.1894g反应液,加入0.0934g氯苯作内标,再加入30ml乙酸乙酯作溶剂,配成混合溶液,用气相色谱仪中已经建立的方法测定其浓度,得到产率为75%。
实施例6
取80ml三甲苯,0.001克5,10,15,20-四(4-氟苯基)铁卟啉,1.0克十二烷基苯磺酸钠,1.2克吐温80于反应釜中,密封。分别通入0.30MPa丙烯,1.50MPaCO2,0.31MPaO2,将反应釜置于电热套,设置加热温度,并且使用传感器进行控温,在130℃下反应4h,将反应釜置于冰水浴中,停止反应,将反应液混匀,取0.1894g反应液,加入0.0934g氯苯作内标,再加入30ml乙酸乙酯作溶剂,配成混合溶液,用气相色谱仪中已经建立的方法测定其浓度,得到产率为93%。
实施例7
取800ml三甲苯,0.01克5,10,15,20-四(4-氟苯基)铁卟啉,10克十二烷基苯磺酸钠,12克吐温80于反应釜中,密封。分别通入0.35MPa丙烯,0.9MPaCO2,0.39MPaO2,将反应釜置于电热套,设置加热温度,并且使用传感器进行控温,在130℃下反应4h,将反应釜置于冰水浴中,停止反应,将反应液混匀,取0.1894g反应液,加入0.0934g氯苯作内标,再加入30ml乙酸乙酯作溶剂,配成混合溶液,用气相色谱仪中已经建立的方法测定其浓度,得到产率为95%。
Claims (5)
1.碳酸丙烯酯的制备方法,所用原料为CO2、O2与丙烯,其特征在于,包括下列步骤:
(1)将O2、丙烯和CO2通入装有金属卟啉、复合表面活性剂和三甲苯的反应釜中进行反应;金属卟啉的用量为丙烯与CO2总重量的0.001%~O.02%;复合表面活性剂是十二烷基苯磺酸钠与吐温80的混合物,用量为丙烯与CO2总重量的10%~15%;三甲苯做溶剂,用量为丙烯与CO2总重量的200%~400%,使反应釜处于密封状态;
(2)通入0.3MPa~0.5MPa的丙烯,0.8MPa~1.5MPa的CO2,0.3MPa~0.5MPa的O2,在120℃~130℃下反应3h~4h;
(3)将反应釜置于冰水浴中,停止反应。
2.根据权利要求1所述的碳酸丙烯酯的制备方法,其特征在于,所使用的金属卟啉是5,10,15,20-四(取代苯基)铁、钴或锰卟啉。
3.根据权利要求1或2所述的碳酸丙烯酯的制备方法,其特征在于,通入0.35MPa的丙烯,0.9MPa的CO2,0.39MPa的O2,在130℃下反应4h。
4.根据权利要求3所述的碳酸丙烯酯的制备方法,其特征在于,丙烯、CO2和O2都是工业级的。
5.根据权利要求4所述的碳酸丙烯酯的制备方法,其特征在于,将反应釜置于电热套,设置加热温度,并且使用传感器进行控温。
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