CN1250770A - Plasticizer and its catalytic synthesization process - Google Patents
Plasticizer and its catalytic synthesization process Download PDFInfo
- Publication number
- CN1250770A CN1250770A CN 98112666 CN98112666A CN1250770A CN 1250770 A CN1250770 A CN 1250770A CN 98112666 CN98112666 CN 98112666 CN 98112666 A CN98112666 A CN 98112666A CN 1250770 A CN1250770 A CN 1250770A
- Authority
- CN
- China
- Prior art keywords
- plasticizer
- dioctyl phthalate
- chlorinated
- good
- chlorination
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000004014 plasticizer Substances 0.000 title claims abstract description 11
- 238000000034 method Methods 0.000 title claims abstract description 8
- 230000003197 catalytic effect Effects 0.000 title 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Chemical class CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims abstract description 11
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000005660 chlorination reaction Methods 0.000 claims abstract description 8
- 238000007036 catalytic synthesis reaction Methods 0.000 claims abstract description 5
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 5
- -1 dioctyl chlorinated phthalate Chemical class 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 3
- 239000007789 gas Substances 0.000 claims description 3
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 3
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 3
- 239000002994 raw material Substances 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 239000007800 oxidant agent Substances 0.000 claims description 2
- 230000001590 oxidative effect Effects 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000460 chlorine Substances 0.000 abstract description 4
- 229910052801 chlorine Inorganic materials 0.000 abstract description 4
- 238000010292 electrical insulation Methods 0.000 abstract description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract description 3
- 150000001335 aliphatic alkanes Chemical group 0.000 abstract description 3
- 239000001257 hydrogen Substances 0.000 abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 3
- 238000011084 recovery Methods 0.000 abstract description 2
- 238000012824 chemical production Methods 0.000 abstract 1
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N Methyl ethyl ketone Natural products CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- MEUKEBNAABNAEX-UHFFFAOYSA-N hydroperoxymethane Chemical group COO MEUKEBNAABNAEX-UHFFFAOYSA-N 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 229940070710 valerate Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
本发明公开了一种新型增塑剂及其催化合成工艺。是在邻苯二甲酸二辛酯中通过氯化反应,用氯直接取代烷烃基上的氢所得到的产品——氯化邻苯二甲酸二辛酯。这种增塑剂不仅增塑性好,与邻苯二甲酸二辛酯比较提高了阻燃性和电绝缘性。工艺设备简单、选择性好,产品重现性好,回收率高,易实现工业操作,在化工生产中有广阔的前景。The invention discloses a novel plasticizer and its catalytic synthesis process. Chlorinated dioctyl phthalate is a product obtained by directly replacing the hydrogen on the alkane group with chlorine through chlorination reaction in dioctyl phthalate. This plasticizer not only has good plasticity, but also improves flame retardancy and electrical insulation compared with dioctyl phthalate. The process equipment is simple, the selectivity is good, the product reproducibility is good, the recovery rate is high, the industrial operation is easy to realize, and it has broad prospects in chemical production.
Description
本发明涉及一种新型主增塑剂及其催化合成工艺。The invention relates to a novel primary plasticizer and its catalytic synthesis process.
目前增塑剂中增塑性能最佳的是邻苯二甲酸二辛脂。但其阻燃性和电绝缘性欠佳，故在生产PVC塑料制品时，需要加入一种辅助增塑剂——氯化石蜡系列，但它与PVC塑料相溶性差；且有资料报导，邻苯二甲酸二辛脂具有致癌作用。At present, the best plasticizing performance among plasticizers is dioctyl phthalate. However, its flame retardancy and electrical insulation are not good, so when producing PVC plastic products, it is necessary to add an auxiliary plasticizer-chlorinated paraffin series, but it has poor compatibility with PVC plastics; Dioctyl phthalate is carcinogenic.
本发明的目的在于提供一种增塑性能好，阻燃性、电绝缘性佳的新型主增塑剂及其催化合成方法。The purpose of the present invention is to provide a novel primary plasticizer with good plasticizing performance, good flame retardancy and electrical insulation and its catalytic synthesis method.
本发明的增塑剂是在邻苯二甲酸二辛酯中用氯直接取代烷烃基上的氢所得到的产品——氯化邻苯二甲酸二辛酯，分子式为：
这种增塑剂不仅增塑性能好，与邻苯二甲酸二辛脂比较，由于用氯取代烷烃基上的氢后，提高了阻燃性和电绝缘性，克服了采用辅助增塑剂——氯化石腊系列产品给PVC塑料制品带来的相溶性差的缺点。This kind of plasticizer not only has good plasticizing performance, but compared with dioctyl phthalate, since the hydrogen on the alkane group is replaced by chlorine, the flame retardancy and electrical insulation are improved, which overcomes the use of auxiliary plasticizers— —The disadvantage of poor compatibility brought by chlorinated paraffin series products to PVC plastic products.
本发明的主增塑剂-氯代邻苯二甲酸二辛脂的催化合成工艺包括以下步骤：The catalytic synthesis technique of main plasticizer-dioctyl chlorinated phthalate of the present invention comprises the following steps:
1)原料邻苯二甲酸二辛脂预热到50-100℃；1) The raw material dioctyl phthalate is preheated to 50-100°C;
2)如入5/十万-8/十万的有机活性氧化剂(M-O-O-M)作催化剂，如：叔丁基过氧化氢、蒎烯基过氧化氢、甲乙酮过氧化物、4，4-双(叔丁过氧基)戊酸正丁酯、甲基异丁基酮过氧化物；2) If 5/100,000-8/100,000 organic active oxidants (M-O-O-M) are used as catalysts, such as: tert-butyl hydroperoxide, pinene hydroperoxide, methyl ethyl ketone peroxide, 4,4-bis( tert-butyl peroxy) n-butyl valerate, methyl isobutyl ketone peroxide;
3)在氯化反应塔中氯化：氯化条件为：3) Chlorination in the chlorination reaction tower: the chlorination condition is:
温度80℃-150℃ 氯气流量：2-10立升/公斤·分Temperature 80°C-150°C Chlorine gas flow: 2-10 liters/kg·min
压力P＝0.04-0.1MPa 反应时间：20-50分Pressure P=0.04-0.1MPa Response time: 20-50 minutes
总反应式为：
4)产品氯代邻苯二甲酸二辛脂加入3-8‰缩水甘油醚类稳定剂。4) Add 3-8‰ glycidyl ether stabilizer to the product dioctyl chlorinated phthalate.
5)回收尾气氯化氢。5) Recover tail gas hydrogen chloride.
该工艺设备简单、选择性好，产品重现性好，回收率高。The process equipment is simple, the selectivity is good, the product reproducibility is good, and the recovery rate is high.
实施例：Example:
1)原料邻苯二甲酸二辛酯100Kg预热到80℃；1) The raw material dioctyl phthalate 100Kg is preheated to 80°C;
2)加入8克甲乙酮过氧化物催化剂、混合均匀；2) Add 8 grams of methyl ethyl ketone peroxide catalyst and mix well;
3)故入氯化反应塔、打开氯气管道上的阀门，先控制流量3立升/公斤·分，压力＝0.05PMa，通氯气30秒，再将流量调大至8立升/公斤·分，反应速度加快，温度上升，将反应热由水迅速带出，控制温度＜150℃以确保产品质量，反应30分钟，检测氯含量达20％时，仃止通氯气，得产品120公斤；3) Enter the chlorination reaction tower, open the valve on the chlorine gas pipeline, first control the flow rate to 3 liters/kg·min, pressure = 0.05 PMa, pass chlorine gas for 30 seconds, and then increase the flow rate to 8 liters/kg·min , the reaction speed is accelerated, the temperature rises, the heat of reaction is taken out rapidly by water, the temperature is controlled <150°C to ensure product quality, react for 30 minutes, and when the detected chlorine content reaches 20%, stop feeding chlorine gas to obtain 120 kg of product;
4)产品加入缩水甘油醚稳定剂0.5公斤，即为成品；4) Add 0.5 kg of glycidyl ether stabilizer to the product, which is the finished product;
5)回收尾气氯化氢。5) Recover tail gas hydrogen chloride.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 98112666 CN1250770A (en) | 1998-10-09 | 1998-10-09 | Plasticizer and its catalytic synthesization process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 98112666 CN1250770A (en) | 1998-10-09 | 1998-10-09 | Plasticizer and its catalytic synthesization process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1250770A true CN1250770A (en) | 2000-04-19 |
Family
ID=5222493
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 98112666 Pending CN1250770A (en) | 1998-10-09 | 1998-10-09 | Plasticizer and its catalytic synthesization process |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1250770A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010111882A1 (en) * | 2009-03-31 | 2010-10-07 | 东华大学 | Processes for producing carbon fiber, the filament thereof, and pre-oxidized fiber |
-
1998
- 1998-10-09 CN CN 98112666 patent/CN1250770A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010111882A1 (en) * | 2009-03-31 | 2010-10-07 | 东华大学 | Processes for producing carbon fiber, the filament thereof, and pre-oxidized fiber |
| JP2014025192A (en) * | 2009-03-31 | 2014-02-06 | Donghua Univ | Production of carbon fibers and raw yarns thereof, and pre-oxidation fibers |
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| C06 | Publication | ||
| PB01 | Publication | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |