CN101905158A - 用于制备醇醚羧酸的铂炭催化剂及制法和应用 - Google Patents
用于制备醇醚羧酸的铂炭催化剂及制法和应用 Download PDFInfo
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- CN101905158A CN101905158A CN 201010235599 CN201010235599A CN101905158A CN 101905158 A CN101905158 A CN 101905158A CN 201010235599 CN201010235599 CN 201010235599 CN 201010235599 A CN201010235599 A CN 201010235599A CN 101905158 A CN101905158 A CN 101905158A
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- Prior art keywords
- alcohol ether
- catalyst
- deionized water
- carboxylic acid
- platinum
- Prior art date
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- 239000003054 catalyst Substances 0.000 title claims abstract description 70
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims abstract description 46
- -1 alcohol ether carboxylic acid Chemical class 0.000 title claims abstract description 24
- DSVGQVZAZSZEEX-UHFFFAOYSA-N [C].[Pt] Chemical compound [C].[Pt] DSVGQVZAZSZEEX-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 29
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 10
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 10
- 229910052751 metal Inorganic materials 0.000 claims abstract description 10
- 239000002184 metal Substances 0.000 claims abstract description 10
- 150000003624 transition metals Chemical class 0.000 claims abstract description 10
- 229910052723 transition metal Inorganic materials 0.000 claims abstract description 9
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract 2
- 239000008367 deionised water Substances 0.000 claims description 44
- 229910021641 deionized water Inorganic materials 0.000 claims description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 44
- 238000003756 stirring Methods 0.000 claims description 28
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 22
- 239000002253 acid Substances 0.000 claims description 21
- 239000000243 solution Substances 0.000 claims description 18
- 239000000047 product Substances 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 229910001510 metal chloride Inorganic materials 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 230000007935 neutral effect Effects 0.000 claims description 10
- 239000002244 precipitate Substances 0.000 claims description 10
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 8
- 239000012670 alkaline solution Substances 0.000 claims description 4
- 239000011259 mixed solution Substances 0.000 claims description 4
- 229910052712 strontium Inorganic materials 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 3
- 229910052788 barium Inorganic materials 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 229910052746 lanthanum Inorganic materials 0.000 claims description 3
- 229910052718 tin Inorganic materials 0.000 claims description 3
- 229910001617 alkaline earth metal chloride Inorganic materials 0.000 claims description 2
- 229910052797 bismuth Inorganic materials 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910021381 transition metal chloride Inorganic materials 0.000 claims description 2
- 239000008098 formaldehyde solution Substances 0.000 claims 2
- 150000002739 metals Chemical class 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 abstract description 21
- 230000003197 catalytic effect Effects 0.000 abstract description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- 238000010792 warming Methods 0.000 description 18
- 238000005303 weighing Methods 0.000 description 16
- 238000007789 sealing Methods 0.000 description 9
- 238000005406 washing Methods 0.000 description 9
- 238000004458 analytical method Methods 0.000 description 8
- 238000009835 boiling Methods 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 230000003647 oxidation Effects 0.000 description 7
- 238000007254 oxidation reaction Methods 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 3
- 229910021586 Nickel(II) chloride Inorganic materials 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 2
- 229910001626 barium chloride Inorganic materials 0.000 description 2
- JHXKRIRFYBPWGE-UHFFFAOYSA-K bismuth chloride Chemical compound Cl[Bi](Cl)Cl JHXKRIRFYBPWGE-UHFFFAOYSA-K 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- ICAKDTKJOYSXGC-UHFFFAOYSA-K lanthanum(iii) chloride Chemical compound Cl[La](Cl)Cl ICAKDTKJOYSXGC-UHFFFAOYSA-K 0.000 description 2
- 230000011987 methylation Effects 0.000 description 2
- 238000007069 methylation reaction Methods 0.000 description 2
- QMMRZOWCJAIUJA-UHFFFAOYSA-L nickel dichloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 235000021110 pickles Nutrition 0.000 description 2
- 229910001631 strontium chloride Inorganic materials 0.000 description 2
- AHBGXTDRMVNFER-UHFFFAOYSA-L strontium dichloride Chemical compound [Cl-].[Cl-].[Sr+2] AHBGXTDRMVNFER-UHFFFAOYSA-L 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002964 excitative effect Effects 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical group [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- LUPNKHXLFSSUGS-UHFFFAOYSA-M sodium;2,2-dichloroacetate Chemical compound [Na+].[O-]C(=O)C(Cl)Cl LUPNKHXLFSSUGS-UHFFFAOYSA-M 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
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Abstract
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CN 201010235599 CN101905158B (zh) | 2010-07-21 | 2010-07-21 | 用于制备醇醚羧酸的铂炭催化剂及制法和应用 |
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Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107051472A (zh) * | 2017-04-19 | 2017-08-18 | 威莱(广州)日用品有限公司 | 一种用于制备醇醚羧酸盐的复合催化剂及其制备和应用 |
CN107774250A (zh) * | 2016-08-29 | 2018-03-09 | 中国石油化工股份有限公司 | 用于1,4‑二乙酰氧基丁烯加氢工艺的催化剂 |
CN107790182A (zh) * | 2016-08-29 | 2018-03-13 | 中国石油化工股份有限公司 | 1,4‑二乙酰氧基丁烯加氢过程催化剂 |
CN109053429A (zh) * | 2018-05-31 | 2018-12-21 | 上海发凯化工有限公司 | 一种脂肪醇醚羧酸的制备方法 |
US10179756B2 (en) | 2015-05-18 | 2019-01-15 | Rhodia Operations | Process for oxidation of alcohols using oxygen-containing gases |
CN114890891A (zh) * | 2022-05-25 | 2022-08-12 | 辽宁华星日化产业技术研究院有限公司 | 一种脂肪醇聚氧乙烯醚羧酸盐的制备方法 |
CN116102417A (zh) * | 2021-11-10 | 2023-05-12 | 广州米奇化工有限公司 | 催化氧化制备醇醚羧酸的方法 |
CN116099532A (zh) * | 2021-11-10 | 2023-05-12 | 广州米奇化工有限公司 | 负载型铂钌基催化剂及其制备方法、醇醚羧酸的制备方法 |
CN116144009A (zh) * | 2022-12-22 | 2023-05-23 | 上海发凯化工有限公司 | 一种聚乙二醇二羧酸的制备方法 |
CN116459832A (zh) * | 2023-04-18 | 2023-07-21 | 中国日用化学研究院有限公司 | 一种用于制备醇醚羧酸的催化剂及其制备方法和应用 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN1436595A (zh) * | 2002-12-11 | 2003-08-20 | 南化集团研究院 | 一种钯/碳负载型贵金属催化剂制备方法 |
CN101164690A (zh) * | 2006-10-20 | 2008-04-23 | 中国科学院大连化学物理研究所 | 一种负载型铂基三元催化剂及制法和应用 |
CN101357333A (zh) * | 2008-09-20 | 2009-02-04 | 中国日用化学工业研究院 | 用于制备醇醚羧酸盐的Pd/C催化剂及制法和应用 |
-
2010
- 2010-07-21 CN CN 201010235599 patent/CN101905158B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1436595A (zh) * | 2002-12-11 | 2003-08-20 | 南化集团研究院 | 一种钯/碳负载型贵金属催化剂制备方法 |
CN101164690A (zh) * | 2006-10-20 | 2008-04-23 | 中国科学院大连化学物理研究所 | 一种负载型铂基三元催化剂及制法和应用 |
CN101357333A (zh) * | 2008-09-20 | 2009-02-04 | 中国日用化学工业研究院 | 用于制备醇醚羧酸盐的Pd/C催化剂及制法和应用 |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10626075B2 (en) | 2015-05-18 | 2020-04-21 | Rhodia Operations | Process for oxidation of alcohols using oxygen-containing gases |
US10179756B2 (en) | 2015-05-18 | 2019-01-15 | Rhodia Operations | Process for oxidation of alcohols using oxygen-containing gases |
CN107774250A (zh) * | 2016-08-29 | 2018-03-09 | 中国石油化工股份有限公司 | 用于1,4‑二乙酰氧基丁烯加氢工艺的催化剂 |
CN107790182A (zh) * | 2016-08-29 | 2018-03-13 | 中国石油化工股份有限公司 | 1,4‑二乙酰氧基丁烯加氢过程催化剂 |
CN107774250B (zh) * | 2016-08-29 | 2019-10-11 | 中国石油化工股份有限公司 | 用于1,4-二乙酰氧基丁烯加氢工艺的催化剂 |
CN107790182B (zh) * | 2016-08-29 | 2019-11-08 | 中国石油化工股份有限公司 | 1,4-二乙酰氧基丁烯加氢过程催化剂 |
CN107051472A (zh) * | 2017-04-19 | 2017-08-18 | 威莱(广州)日用品有限公司 | 一种用于制备醇醚羧酸盐的复合催化剂及其制备和应用 |
CN109053429B (zh) * | 2018-05-31 | 2021-05-14 | 上海发凯化工有限公司 | 一种脂肪醇醚羧酸的制备方法 |
CN109053429A (zh) * | 2018-05-31 | 2018-12-21 | 上海发凯化工有限公司 | 一种脂肪醇醚羧酸的制备方法 |
CN116102417A (zh) * | 2021-11-10 | 2023-05-12 | 广州米奇化工有限公司 | 催化氧化制备醇醚羧酸的方法 |
CN116099532A (zh) * | 2021-11-10 | 2023-05-12 | 广州米奇化工有限公司 | 负载型铂钌基催化剂及其制备方法、醇醚羧酸的制备方法 |
CN116099532B (zh) * | 2021-11-10 | 2024-08-27 | 广州米奇化工有限公司 | 负载型铂钌基催化剂及其制备方法、醇醚羧酸的制备方法 |
CN116102417B (zh) * | 2021-11-10 | 2025-03-11 | 广州米奇化工有限公司 | 催化氧化制备醇醚羧酸的方法 |
CN114890891A (zh) * | 2022-05-25 | 2022-08-12 | 辽宁华星日化产业技术研究院有限公司 | 一种脂肪醇聚氧乙烯醚羧酸盐的制备方法 |
CN114890891B (zh) * | 2022-05-25 | 2023-11-24 | 辽宁华星日化产业技术研究院有限公司 | 一种脂肪醇聚氧乙烯醚羧酸盐的制备方法 |
CN116144009A (zh) * | 2022-12-22 | 2023-05-23 | 上海发凯化工有限公司 | 一种聚乙二醇二羧酸的制备方法 |
CN116144009B (zh) * | 2022-12-22 | 2025-02-11 | 上海发凯化工有限公司 | 一种聚乙二醇二羧酸的制备方法 |
CN116459832A (zh) * | 2023-04-18 | 2023-07-21 | 中国日用化学研究院有限公司 | 一种用于制备醇醚羧酸的催化剂及其制备方法和应用 |
CN116459832B (zh) * | 2023-04-18 | 2024-11-08 | 中国日用化学研究院有限公司 | 一种用于制备醇醚羧酸的催化剂及其制备方法和应用 |
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