CN102030647A - 一种制备液体抗氧剂的清洁生产方法 - Google Patents
一种制备液体抗氧剂的清洁生产方法 Download PDFInfo
- Publication number
- CN102030647A CN102030647A CN2010105439144A CN201010543914A CN102030647A CN 102030647 A CN102030647 A CN 102030647A CN 2010105439144 A CN2010105439144 A CN 2010105439144A CN 201010543914 A CN201010543914 A CN 201010543914A CN 102030647 A CN102030647 A CN 102030647A
- Authority
- CN
- China
- Prior art keywords
- production method
- reaction
- hindered phenol
- alcohol
- liquid
- 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.)
- Granted
Links
- 239000007788 liquid Substances 0.000 title claims abstract description 20
- 239000003963 antioxidant agent Substances 0.000 title claims abstract description 18
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 16
- 230000003078 antioxidant effect Effects 0.000 title claims abstract description 13
- 238000006243 chemical reaction Methods 0.000 claims abstract description 41
- 239000003054 catalyst Substances 0.000 claims abstract description 9
- 239000003463 adsorbent Substances 0.000 claims abstract description 6
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000001914 filtration Methods 0.000 claims abstract description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 45
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 claims description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- 229940017219 methyl propionate Drugs 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 7
- 239000012263 liquid product Substances 0.000 claims description 6
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 4
- 238000001179 sorption measurement Methods 0.000 claims description 4
- SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 239000012535 impurity Substances 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- LQRUPWUPINJLMU-UHFFFAOYSA-N dioctyl(oxo)tin Chemical compound CCCCCCCC[Sn](=O)CCCCCCCC LQRUPWUPINJLMU-UHFFFAOYSA-N 0.000 claims description 2
- 239000000284 extract Substances 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- 238000005406 washing Methods 0.000 abstract description 4
- 230000009471 action Effects 0.000 abstract description 2
- IHHBZEDPSGRLEW-UHFFFAOYSA-N (3,5-ditert-butyl-4-hydroxyphenyl)methyl propanoate Chemical compound CCC(=O)OCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 IHHBZEDPSGRLEW-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical group 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000010792 warming Methods 0.000 description 12
- 230000008569 process Effects 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000003112 inhibitor Substances 0.000 description 8
- 230000003647 oxidation Effects 0.000 description 8
- 238000007254 oxidation reaction Methods 0.000 description 8
- 238000003756 stirring Methods 0.000 description 6
- -1 3,5-di-tert-butyl-hydroxy phenyl methyl Chemical group 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 4
- 239000002351 wastewater Substances 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000000967 suction filtration Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 208000037805 labour Diseases 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (7)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2010105439144A CN102030647B (zh) | 2010-11-05 | 2010-11-05 | 一种制备液体抗氧剂的清洁生产方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2010105439144A CN102030647B (zh) | 2010-11-05 | 2010-11-05 | 一种制备液体抗氧剂的清洁生产方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN102030647A true CN102030647A (zh) | 2011-04-27 |
CN102030647B CN102030647B (zh) | 2013-06-19 |
Family
ID=43884161
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2010105439144A Active CN102030647B (zh) | 2010-11-05 | 2010-11-05 | 一种制备液体抗氧剂的清洁生产方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN102030647B (zh) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102492524A (zh) * | 2011-11-15 | 2012-06-13 | 中国科学院新疆理化技术研究所 | 一种液体酚酯型抗氧化剂的合成方法 |
CN103420839A (zh) * | 2013-08-26 | 2013-12-04 | 天津利安隆新材料股份有限公司 | 3-(3,5-二叔丁基-4-羟基苯基)丙酸异辛酯的制备方法 |
CN106397206A (zh) * | 2016-09-05 | 2017-02-15 | 上海新埠医药科技有限公司 | 一种2‑氟丙烯酸甲酯的制备方法 |
CN108484391A (zh) * | 2018-03-21 | 2018-09-04 | 江苏极易新材料有限公司 | 一种抗氧化剂1135的生产方法 |
CN113121878A (zh) * | 2021-04-20 | 2021-07-16 | 山东省临沂市三丰化工有限公司 | 一种复合液体受阻酚类抗氧剂及其制备方法 |
CN113264830A (zh) * | 2021-05-27 | 2021-08-17 | 新乡市瑞丰新材料股份有限公司 | 一种酚酯型抗氧剂的制备方法 |
CN113292431A (zh) * | 2021-06-02 | 2021-08-24 | 宿迁联盛科技股份有限公司 | 一种受阻酚抗氧剂及其制备方法 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5081280A (en) * | 1988-03-18 | 1992-01-14 | Yoshitomi Pharmaceutical Industries, Ltd. | Process for the production of ester compounds |
CN1071414A (zh) * | 1991-10-15 | 1993-04-28 | 希巴-盖吉股份公司 | 羟基苯羧酸盐的制备方法 |
-
2010
- 2010-11-05 CN CN2010105439144A patent/CN102030647B/zh active Active
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5081280A (en) * | 1988-03-18 | 1992-01-14 | Yoshitomi Pharmaceutical Industries, Ltd. | Process for the production of ester compounds |
CN1071414A (zh) * | 1991-10-15 | 1993-04-28 | 希巴-盖吉股份公司 | 羟基苯羧酸盐的制备方法 |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102492524A (zh) * | 2011-11-15 | 2012-06-13 | 中国科学院新疆理化技术研究所 | 一种液体酚酯型抗氧化剂的合成方法 |
CN102492524B (zh) * | 2011-11-15 | 2013-12-11 | 中国科学院新疆理化技术研究所 | 一种液体酚酯型抗氧化剂的合成方法 |
CN103420839A (zh) * | 2013-08-26 | 2013-12-04 | 天津利安隆新材料股份有限公司 | 3-(3,5-二叔丁基-4-羟基苯基)丙酸异辛酯的制备方法 |
CN103420839B (zh) * | 2013-08-26 | 2016-04-20 | 天津利安隆新材料股份有限公司 | 3-(3,5-二叔丁基-4-羟基苯基)丙酸异辛酯的制备方法 |
CN106397206A (zh) * | 2016-09-05 | 2017-02-15 | 上海新埠医药科技有限公司 | 一种2‑氟丙烯酸甲酯的制备方法 |
CN106397206B (zh) * | 2016-09-05 | 2019-01-29 | 临海天宇药业有限公司 | 一种2-氟丙烯酸甲酯的制备方法 |
CN108484391A (zh) * | 2018-03-21 | 2018-09-04 | 江苏极易新材料有限公司 | 一种抗氧化剂1135的生产方法 |
CN113121878A (zh) * | 2021-04-20 | 2021-07-16 | 山东省临沂市三丰化工有限公司 | 一种复合液体受阻酚类抗氧剂及其制备方法 |
CN113264830A (zh) * | 2021-05-27 | 2021-08-17 | 新乡市瑞丰新材料股份有限公司 | 一种酚酯型抗氧剂的制备方法 |
CN113292431A (zh) * | 2021-06-02 | 2021-08-24 | 宿迁联盛科技股份有限公司 | 一种受阻酚抗氧剂及其制备方法 |
CN113292431B (zh) * | 2021-06-02 | 2024-03-22 | 宿迁联盛科技股份有限公司 | 一种受阻酚抗氧剂及其制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CN102030647B (zh) | 2013-06-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN102030647B (zh) | 一种制备液体抗氧剂的清洁生产方法 | |
US9284253B2 (en) | Method for producing polyol esters | |
CN102030634B (zh) | 制备多元醇酯的方法 | |
US8692013B2 (en) | Preparation of antiplasticizers for thermoplastic polyesters | |
CN102146034A (zh) | 双季戊四醇五丙烯酸酯的制备方法 | |
CN101456945A (zh) | 低分子量聚酯增塑剂的生产方法 | |
CN109311798A (zh) | 用于由回收原料制备对苯二甲酸二烷基酯的方法 | |
CN101962441A (zh) | 一种低不饱和度聚醚多元醇的提纯方法 | |
CN102557889A (zh) | 采用负载型氢氧化钠固体碱催化剂合成聚甘油的方法 | |
CN101823928B (zh) | 反应器耦合模拟移动床对氨基苯甲酸衍生物清洁生产工艺 | |
US10544084B2 (en) | Method for producing 2,6-naphthalene dicarboxylic acid | |
CN105218307A (zh) | 丁辛醇生产中轻组分残夜内醛类的加氢回收分离方法 | |
CN103420839B (zh) | 3-(3,5-二叔丁基-4-羟基苯基)丙酸异辛酯的制备方法 | |
CN103709039A (zh) | Cu-丝光沸石催化合成没食子酸甲(乙)酯的方法 | |
CN100387632C (zh) | 混合聚酯增塑剂的生产方法 | |
CN114085144A (zh) | 一种增塑剂的合成方法 | |
CN105777802A (zh) | 一种钛酸四丁酯的精制方法 | |
CN103333066A (zh) | 一种季戊四醇三丙烯酸酯的制备方法 | |
JP2011132178A (ja) | イミノホスファゼニウム塩のイオン交換方法 | |
KR102528326B1 (ko) | 에스테르계 화합물의 제조방법 | |
JP6503227B2 (ja) | 4−ヒドロキシ安息香酸長鎖エステルの精製方法 | |
CN107129433A (zh) | 一种由pta二次残渣制备混合苯二甲酸甲酯的方法 | |
CN103435487A (zh) | 一种邻苯二甲酸酯的制备方法 | |
CN104592294A (zh) | 磷酸三辛酯的制备方法 | |
CN109847808B (zh) | 一种回收pta残渣中重金属催化剂的方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: A clean production method for preparing liquid antioxidant Effective date of registration: 20211207 Granted publication date: 20130619 Pledgee: Qilu Bank Co.,Ltd. Linyi Hedong Branch Pledgor: SHANDONG LINYI SUNNY WEALTH CHEMICALS CO.,LTD. Registration number: Y2021980014214 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Granted publication date: 20130619 Pledgee: Qilu Bank Co.,Ltd. Linyi Hedong Branch Pledgor: SHANDONG LINYI SUNNY WEALTH CHEMICALS CO.,LTD. Registration number: Y2021980014214 |
|
PC01 | Cancellation of the registration of the contract for pledge of patent right |