KR20160018515A - 다이옥틸 프탈레이트의 정제 방법 - Google Patents
다이옥틸 프탈레이트의 정제 방법 Download PDFInfo
- Publication number
- KR20160018515A KR20160018515A KR1020157034417A KR20157034417A KR20160018515A KR 20160018515 A KR20160018515 A KR 20160018515A KR 1020157034417 A KR1020157034417 A KR 1020157034417A KR 20157034417 A KR20157034417 A KR 20157034417A KR 20160018515 A KR20160018515 A KR 20160018515A
- Authority
- KR
- South Korea
- Prior art keywords
- composition
- phthalide
- ppm
- activated carbon
- silica
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims abstract description 63
- 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 title claims abstract description 23
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 title claims abstract description 17
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 claims abstract description 155
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 131
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 122
- 239000000203 mixture Substances 0.000 claims abstract description 96
- 239000000463 material Substances 0.000 claims abstract description 44
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 38
- 238000002835 absorbance Methods 0.000 claims abstract description 26
- 239000004014 plasticizer Substances 0.000 claims description 26
- 239000000741 silica gel Substances 0.000 claims description 22
- 229910002027 silica gel Inorganic materials 0.000 claims description 22
- 239000005909 Kieselgur Substances 0.000 claims description 21
- 238000010521 absorption reaction Methods 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 7
- 230000005526 G1 to G0 transition Effects 0.000 claims description 5
- 238000012545 processing Methods 0.000 claims description 5
- 238000000746 purification Methods 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 238000000605 extraction Methods 0.000 claims description 4
- 238000011084 recovery Methods 0.000 claims description 4
- 238000004440 column chromatography Methods 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 239000012296 anti-solvent Substances 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 238000011210 chromatographic step Methods 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 1
- 230000031700 light absorption Effects 0.000 abstract description 2
- SIXWIUJQBBANGK-UHFFFAOYSA-N 4-(4-fluorophenyl)-1h-pyrazol-5-amine Chemical compound N1N=CC(C=2C=CC(F)=CC=2)=C1N SIXWIUJQBBANGK-UHFFFAOYSA-N 0.000 description 53
- 239000004033 plastic Substances 0.000 description 14
- 229920003023 plastic Polymers 0.000 description 14
- 230000005855 radiation Effects 0.000 description 8
- 239000002245 particle Substances 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- 125000005506 phthalide group Chemical group 0.000 description 6
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 5
- 239000004803 Di-2ethylhexylphthalate Substances 0.000 description 4
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 239000000306 component Substances 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000008280 blood Substances 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 239000004800 polyvinyl chloride Substances 0.000 description 3
- 230000000717 retained effect Effects 0.000 description 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 238000000502 dialysis Methods 0.000 description 2
- 239000007850 fluorescent dye Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000001990 intravenous administration Methods 0.000 description 2
- -1 phthalate ester Chemical class 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 208000033962 Fontaine progeroid syndrome Diseases 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000006286 aqueous extract Substances 0.000 description 1
- 239000012223 aqueous fraction Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000012503 blood component Substances 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000005350 fused silica glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- BTFQKIATRPGRBS-UHFFFAOYSA-N o-tolualdehyde Chemical compound CC1=CC=CC=C1C=O BTFQKIATRPGRBS-UHFFFAOYSA-N 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000011301 petroleum pitch Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/56—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/80—Phthalic acid esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Analytical Chemistry (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361832576P | 2013-06-07 | 2013-06-07 | |
| US61/832,576 | 2013-06-07 | ||
| PCT/IB2014/061953 WO2014195887A1 (en) | 2013-06-07 | 2014-06-04 | Method for purifying dioctyl phthalate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20160018515A true KR20160018515A (ko) | 2016-02-17 |
Family
ID=51176422
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020157034417A Withdrawn KR20160018515A (ko) | 2013-06-07 | 2014-06-04 | 다이옥틸 프탈레이트의 정제 방법 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US9718758B2 (https=) |
| EP (1) | EP3004046A1 (https=) |
| JP (1) | JP2016527195A (https=) |
| KR (1) | KR20160018515A (https=) |
| CN (1) | CN105308017B (https=) |
| AU (1) | AU2014276475B2 (https=) |
| CA (1) | CA2911253A1 (https=) |
| WO (1) | WO2014195887A1 (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016520096A (ja) | 2013-05-20 | 2016-07-11 | サウディ ベーシック インダストリーズ コーポレイション | 酢酸及びアクリル酸の精製方法 |
| FR3054133B1 (fr) * | 2016-07-20 | 2019-08-16 | Ste De Courtage Et De Diffusion - Codif International | Compositions cosmetiques comprenant des composes biomineraux et utilisations correspondantes pour la protection de la peau contre les rayonnements ultraviolets |
| US12043775B2 (en) | 2016-10-26 | 2024-07-23 | Riken Technos Corporation | Adhesive film |
| CN106543000A (zh) * | 2016-10-27 | 2017-03-29 | 南京科技职业学院 | 一种酯化提纯清洁生产工艺 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2748159A (en) | 1952-09-08 | 1956-05-29 | Goodyear Tire & Rubber | Purification and decolorization of esters |
| GB783463A (en) | 1955-05-10 | 1957-09-25 | Distillers Co Yeast Ltd | Esters purification process |
| US2862958A (en) | 1955-10-13 | 1958-12-02 | Hercules Powder Co Ltd | Method of improving electrical properties of plasticizers by treatment with magnesium silicate |
| GB813867A (en) | 1956-12-27 | 1959-05-27 | Distillers Co Yeast Ltd | Purification of esters of dicarboxylic acids |
| DE1173473B (de) | 1962-06-29 | 1964-07-09 | Reichhold Chemie Ag | Verfahren zum Herstellen von aliphatischen oder aromatischen Carbonsaeureestern |
| DE1264762B (de) | 1963-09-03 | 1968-03-28 | Reichhold Chemie Ag | Weichmacher fuer organische Polymere |
| JPS62267341A (ja) | 1986-05-16 | 1987-11-20 | Mitsubishi Kasei Vinyl Co | 可塑剤の製造法 |
| JPH09263566A (ja) | 1996-03-29 | 1997-10-07 | Cosmo Sogo Kenkyusho:Kk | 粗ベンゼンジカルボン酸の精製方法、精製に使用する触媒およびその製造方法 |
| US5880310A (en) * | 1997-05-21 | 1999-03-09 | Mitsubishi Gas Chemical Company, Inc. | Process for producing plasticizer esters |
| US6431219B1 (en) * | 2001-02-05 | 2002-08-13 | Alaris Medical Systems, Inc. | Coextruded tubing |
| GB0320206D0 (en) * | 2003-08-29 | 2003-10-01 | Exxonmobil Chem Patents Inc | Improvements in or relating to plasticiser |
| JP4333471B2 (ja) | 2004-05-11 | 2009-09-16 | 新日本理化株式会社 | ジカルボン酸ジエステルの製造方法 |
| CN1884249A (zh) | 2006-07-11 | 2006-12-27 | 天津天溶化工有限公司 | 邻苯二甲酸二辛酯清洁生产方法 |
| CN101530780B (zh) | 2009-04-21 | 2011-08-24 | 浙江工商大学 | 一种两步分离提纯柱及其应用 |
-
2014
- 2014-06-04 WO PCT/IB2014/061953 patent/WO2014195887A1/en not_active Ceased
- 2014-06-04 CN CN201480032553.3A patent/CN105308017B/zh not_active Expired - Fee Related
- 2014-06-04 CA CA2911253A patent/CA2911253A1/en not_active Abandoned
- 2014-06-04 JP JP2016517721A patent/JP2016527195A/ja not_active Withdrawn
- 2014-06-04 US US14/892,728 patent/US9718758B2/en not_active Expired - Fee Related
- 2014-06-04 KR KR1020157034417A patent/KR20160018515A/ko not_active Withdrawn
- 2014-06-04 EP EP14738610.6A patent/EP3004046A1/en not_active Withdrawn
- 2014-06-04 AU AU2014276475A patent/AU2014276475B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| CA2911253A1 (en) | 2014-12-11 |
| JP2016527195A (ja) | 2016-09-08 |
| US9718758B2 (en) | 2017-08-01 |
| EP3004046A1 (en) | 2016-04-13 |
| AU2014276475A1 (en) | 2015-11-19 |
| US20160096798A1 (en) | 2016-04-07 |
| CN105308017A (zh) | 2016-02-03 |
| WO2014195887A1 (en) | 2014-12-11 |
| CN105308017B (zh) | 2017-07-21 |
| AU2014276475B2 (en) | 2017-01-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20151202 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |