CN109721471B - 一种从生产生物柴油的副产物中提纯甘油的方法 - Google Patents
一种从生产生物柴油的副产物中提纯甘油的方法 Download PDFInfo
- Publication number
- CN109721471B CN109721471B CN201711022028.5A CN201711022028A CN109721471B CN 109721471 B CN109721471 B CN 109721471B CN 201711022028 A CN201711022028 A CN 201711022028A CN 109721471 B CN109721471 B CN 109721471B
- Authority
- CN
- China
- Prior art keywords
- glycerol
- feed liquid
- organic
- resin
- acid
- 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.)
- Active
Links
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 title claims abstract description 331
- 238000000034 method Methods 0.000 title claims abstract description 46
- 239000006227 byproduct Substances 0.000 title claims abstract description 29
- 239000003225 biodiesel Substances 0.000 title claims description 32
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 235000011187 glycerol Nutrition 0.000 title abstract description 110
- 239000007788 liquid Substances 0.000 claims abstract description 78
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 57
- 239000012535 impurity Substances 0.000 claims abstract description 31
- 238000005342 ion exchange Methods 0.000 claims abstract description 27
- 239000011347 resin Substances 0.000 claims abstract description 26
- 229920005989 resin Polymers 0.000 claims abstract description 26
- 239000000049 pigment Substances 0.000 claims abstract description 20
- 239000003960 organic solvent Substances 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 150000007524 organic acids Chemical class 0.000 claims abstract description 15
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000003957 anion exchange resin Substances 0.000 claims abstract description 13
- 239000000047 product Substances 0.000 claims abstract description 12
- 230000002378 acidificating effect Effects 0.000 claims abstract description 11
- 150000007522 mineralic acids Chemical class 0.000 claims abstract description 10
- 239000003729 cation exchange resin Substances 0.000 claims abstract description 8
- 238000007865 diluting Methods 0.000 claims abstract description 7
- 238000004821 distillation Methods 0.000 claims description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- -1 styrene cation Chemical class 0.000 claims description 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- 239000012071 phase Substances 0.000 claims description 8
- 239000000243 solution Substances 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 229910000033 sodium borohydride Inorganic materials 0.000 claims description 5
- 239000012279 sodium borohydride Substances 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 4
- 230000018044 dehydration Effects 0.000 claims description 4
- 238000006297 dehydration reaction Methods 0.000 claims description 4
- 238000010790 dilution Methods 0.000 claims description 4
- 239000012895 dilution Substances 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 3
- 239000012074 organic phase Substances 0.000 claims description 3
- 239000003208 petroleum Substances 0.000 claims description 3
- 238000005292 vacuum distillation Methods 0.000 claims description 3
- 238000007701 flash-distillation Methods 0.000 claims description 2
- 239000012527 feed solution Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 abstract description 17
- 239000003513 alkali Substances 0.000 abstract description 11
- 238000000746 purification Methods 0.000 abstract description 11
- 238000011033 desalting Methods 0.000 abstract description 5
- 230000003472 neutralizing effect Effects 0.000 abstract description 3
- 239000002283 diesel fuel Substances 0.000 abstract description 2
- 238000001704 evaporation Methods 0.000 abstract description 2
- 230000003113 alkalizing effect Effects 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 16
- 239000000194 fatty acid Substances 0.000 description 16
- 229930195729 fatty acid Natural products 0.000 description 16
- 150000004665 fatty acids Chemical class 0.000 description 13
- 239000002253 acid Substances 0.000 description 8
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- 238000007670 refining Methods 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000003456 ion exchange resin Substances 0.000 description 6
- 229920003303 ion-exchange polymer Polymers 0.000 description 6
- 230000008929 regeneration Effects 0.000 description 6
- 238000011069 regeneration method Methods 0.000 description 6
- 229910017053 inorganic salt Inorganic materials 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 150000001450 anions Chemical class 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000006555 catalytic reaction Methods 0.000 description 3
- 238000010612 desalination reaction Methods 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 229920002521 macromolecule Polymers 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000000108 ultra-filtration Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 235000019482 Palm oil Nutrition 0.000 description 2
- 235000009240 Xanthoceras sorbifolium Nutrition 0.000 description 2
- 244000248162 Xanthoceras sorbifolium Species 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 238000005341 cation exchange Methods 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 125000005456 glyceride group Chemical group 0.000 description 2
- 239000002440 industrial waste Substances 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 239000007832 Na2SO4 Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 238000005349 anion exchange Methods 0.000 description 1
- 238000005815 base catalysis Methods 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 239000008162 cooking oil Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000013058 crude material Substances 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 239000002803 fossil fuel Substances 0.000 description 1
- 235000015220 hamburgers Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002605 large molecules Chemical class 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000010734 process oil Substances 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 239000012508 resin bead Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (6)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201711022028.5A CN109721471B (zh) | 2017-10-27 | 2017-10-27 | 一种从生产生物柴油的副产物中提纯甘油的方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201711022028.5A CN109721471B (zh) | 2017-10-27 | 2017-10-27 | 一种从生产生物柴油的副产物中提纯甘油的方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN109721471A CN109721471A (zh) | 2019-05-07 |
CN109721471B true CN109721471B (zh) | 2021-08-06 |
Family
ID=66292005
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201711022028.5A Active CN109721471B (zh) | 2017-10-27 | 2017-10-27 | 一种从生产生物柴油的副产物中提纯甘油的方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN109721471B (zh) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109134199A (zh) * | 2018-07-25 | 2019-01-04 | 清远市福泰甘油精制有限公司 | 一种食品级甘油的制备方法 |
CN111871364A (zh) * | 2020-07-24 | 2020-11-03 | 武汉轻工大学 | 固体酸的制备方法及从生物柴油副产物中提纯甘油的方法 |
CN112174297A (zh) * | 2020-09-25 | 2021-01-05 | 青岛碧沃德生物科技有限公司 | 采用碱性粗甘油制备复合碳源的环保工艺 |
EP4122907A1 (en) | 2021-07-23 | 2023-01-25 | ORLEN Poludnie S.A. | Glycerin purification method and glycerin purified by the method |
CN114773155B (zh) * | 2022-04-27 | 2024-01-12 | 宁波杰森绿色能源科技有限公司 | 一种分离生物柴油副产品中甘油的工艺 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101367711A (zh) * | 2007-08-15 | 2009-02-18 | 罗门哈斯公司 | 对来自生物柴油生产的甘油进行纯化的方法 |
CN101481297A (zh) * | 2008-12-30 | 2009-07-15 | 浙江工业大学 | 一种生物柴油副产物甘油的精制方法 |
CN101619232A (zh) * | 2008-07-04 | 2010-01-06 | 中国石油化工股份有限公司 | 一种生物柴油中有机酸的脱除方法 |
CN101759526A (zh) * | 2010-01-13 | 2010-06-30 | 肖志红 | 一种甘油的精制生产方法 |
CN103626632A (zh) * | 2013-12-24 | 2014-03-12 | 青岛福瑞斯生物能源科技开发有限公司 | 一种地沟油制备生物柴油的副产物粗甘油的纯化方法 |
CN104262100A (zh) * | 2014-10-16 | 2015-01-07 | 佛山市天晟隆油脂化工有限公司 | 一种甘油精炼方法 |
-
2017
- 2017-10-27 CN CN201711022028.5A patent/CN109721471B/zh active Active
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101367711A (zh) * | 2007-08-15 | 2009-02-18 | 罗门哈斯公司 | 对来自生物柴油生产的甘油进行纯化的方法 |
CN101619232A (zh) * | 2008-07-04 | 2010-01-06 | 中国石油化工股份有限公司 | 一种生物柴油中有机酸的脱除方法 |
CN101481297A (zh) * | 2008-12-30 | 2009-07-15 | 浙江工业大学 | 一种生物柴油副产物甘油的精制方法 |
CN101759526A (zh) * | 2010-01-13 | 2010-06-30 | 肖志红 | 一种甘油的精制生产方法 |
CN103626632A (zh) * | 2013-12-24 | 2014-03-12 | 青岛福瑞斯生物能源科技开发有限公司 | 一种地沟油制备生物柴油的副产物粗甘油的纯化方法 |
CN104262100A (zh) * | 2014-10-16 | 2015-01-07 | 佛山市天晟隆油脂化工有限公司 | 一种甘油精炼方法 |
Also Published As
Publication number | Publication date |
---|---|
CN109721471A (zh) | 2019-05-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN109721471B (zh) | 一种从生产生物柴油的副产物中提纯甘油的方法 | |
Sdrula | A study using classical or membrane separation in the biodiesel process | |
CN101195572A (zh) | 一种脂肪酸甲酯的合成方法 | |
KR101623864B1 (ko) | 바이오 디젤 제조 시 발생되는 글리세린의 정제 방법 및 장치 | |
CN103827072A (zh) | 用于回收乙酸的方法 | |
CN104830544B (zh) | 利用废弃油脂联产生物柴油和植物甾醇的方法 | |
TW201024254A (en) | Method for refining glycerin | |
CN1844319A (zh) | 一种亚临界—超临界流体转化制备生物柴油的方法 | |
CN102432429A (zh) | 从蒸馏制取精甘油后的残液中回收甘油和聚合甘油的方法 | |
CN103834477B (zh) | 一种甘油燃料的生产方法 | |
CN107216253A (zh) | 一种利用酶-化学联合技术从大豆油脱臭馏出物中提取ve、甾醇的生产方法 | |
CN103224836B (zh) | 一种高杂质油脂的预处理方法 | |
CN1670128A (zh) | 利用废油脂生产生物柴油的方法 | |
CN103626632A (zh) | 一种地沟油制备生物柴油的副产物粗甘油的纯化方法 | |
CN110746273A (zh) | 一种生物柴油副产甘油的提纯工艺 | |
CN102925294A (zh) | 原位酯化污水处理厂浮渣制取生物柴油的方法 | |
CN104262102A (zh) | 一种甘油精炼方法 | |
CN108424352B (zh) | 一种生物柴油副产物甘油的精制方法 | |
CN102229521B (zh) | 一种粗甘油精制及副产物回收工艺 | |
JP2010059082A (ja) | シュウ酸の製造方法 | |
CN210620672U (zh) | 粗聚乙烯蜡的精制装置 | |
CN109485549B (zh) | 一种用于1,3-丙二醇发酵的粗甘油的精制方法 | |
CN204147853U (zh) | 一种反应脱水装置 | |
CN112174475B (zh) | 一种污泥的低温干化协同脂质提取的处理方法 | |
CN218811780U (zh) | 一种双酶法天然ve提取预处理装置 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20231011 Address after: 100728 No. 22 North Main Street, Chaoyang District, Beijing, Chaoyangmen Patentee after: CHINA PETROLEUM & CHEMICAL Corp. Patentee after: Sinopec (Dalian) Petrochemical Research Institute Co.,Ltd. Address before: 100728 No. 22 North Main Street, Chaoyang District, Beijing, Chaoyangmen Patentee before: CHINA PETROLEUM & CHEMICAL Corp. Patentee before: DALIAN RESEARCH INSTITUTE OF PETROLEUM AND PETROCHEMICALS, SINOPEC Corp. |