JP7379170B2 - 非水溶媒の精製方法及び非水溶媒の精製用のイオン交換樹脂の前処理方法 - Google Patents
非水溶媒の精製方法及び非水溶媒の精製用のイオン交換樹脂の前処理方法 Download PDFInfo
- Publication number
- JP7379170B2 JP7379170B2 JP2020000851A JP2020000851A JP7379170B2 JP 7379170 B2 JP7379170 B2 JP 7379170B2 JP 2020000851 A JP2020000851 A JP 2020000851A JP 2020000851 A JP2020000851 A JP 2020000851A JP 7379170 B2 JP7379170 B2 JP 7379170B2
- Authority
- JP
- Japan
- Prior art keywords
- exchange resin
- ion exchange
- purifying
- aqueous solvent
- resin
- 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
- 239000003456 ion exchange resin Substances 0.000 title claims description 132
- 229920003303 ion-exchange polymer Polymers 0.000 title claims description 132
- 239000002904 solvent Substances 0.000 title claims description 61
- 238000000034 method Methods 0.000 title claims description 53
- 238000002203 pretreatment Methods 0.000 title claims description 6
- 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 description 165
- 239000003125 aqueous solvent Substances 0.000 claims description 62
- 208000005156 Dehydration Diseases 0.000 claims description 59
- 230000018044 dehydration Effects 0.000 claims description 59
- 238000006297 dehydration reaction Methods 0.000 claims description 59
- 239000003729 cation exchange resin Substances 0.000 claims description 36
- 238000000746 purification Methods 0.000 claims description 32
- 230000002378 acidificating effect Effects 0.000 claims description 30
- 239000011347 resin Substances 0.000 claims description 21
- 229920005989 resin Polymers 0.000 claims description 21
- 239000003463 adsorbent Substances 0.000 claims description 19
- 238000004132 cross linking Methods 0.000 claims description 17
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 36
- 239000003957 anion exchange resin Substances 0.000 description 14
- 239000000499 gel Substances 0.000 description 13
- 125000000962 organic group Chemical group 0.000 description 10
- 239000007788 liquid Substances 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 229920001429 chelating resin Polymers 0.000 description 7
- 239000012535 impurity Substances 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 150000002500 ions Chemical class 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000005342 ion exchange Methods 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 238000005349 anion exchange Methods 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 238000010000 carbonizing Methods 0.000 description 3
- 238000005341 cation exchange Methods 0.000 description 3
- 229920000620 organic polymer Polymers 0.000 description 3
- 239000005011 phenolic resin Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 230000003213 activating effect Effects 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 238000003763 carbonization Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000012458 free base Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-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
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000002635 aromatic organic solvent Substances 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229940023913 cation exchange resins Drugs 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
- 229940011051 isopropyl acetate Drugs 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910001416 lithium ion Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920000768 polyamine Chemical group 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/04—Processes using organic exchangers
- B01J39/05—Processes using organic exchangers in the strongly acidic form
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J47/00—Ion-exchange processes in general; Apparatus therefor
- B01J47/02—Column or bed processes
- B01J47/04—Mixed-bed processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/04—Processes using organic exchangers
- B01J39/07—Processes using organic exchangers in the weakly acidic form
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/08—Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/16—Organic material
- B01J39/18—Macromolecular compounds
- B01J39/20—Macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J41/00—Anion exchange; Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/04—Processes using organic exchangers
- B01J41/05—Processes using organic exchangers in the strongly basic form
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J41/00—Anion exchange; Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/04—Processes using organic exchangers
- B01J41/07—Processes using organic exchangers in the weakly basic form
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J41/00—Anion exchange; Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/08—Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/12—Macromolecular compounds
- B01J41/14—Macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J47/00—Ion-exchange processes in general; Apparatus therefor
- B01J47/014—Ion-exchange processes in general; Apparatus therefor in which the adsorbent properties of the ion-exchanger are involved, e.g. recovery of proteins or other high-molecular compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J47/00—Ion-exchange processes in general; Apparatus therefor
- B01J47/02—Column or bed processes
- B01J47/026—Column or bed processes using columns or beds of different ion exchange materials in series
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J49/00—Regeneration or reactivation of ion-exchangers; Apparatus therefor
- B01J49/05—Regeneration or reactivation of ion-exchangers; Apparatus therefor of fixed beds
- B01J49/06—Regeneration or reactivation of ion-exchangers; Apparatus therefor of fixed beds containing cationic exchangers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J49/00—Regeneration or reactivation of ion-exchangers; Apparatus therefor
- B01J49/05—Regeneration or reactivation of ion-exchangers; Apparatus therefor of fixed beds
- B01J49/08—Regeneration or reactivation of ion-exchangers; Apparatus therefor of fixed beds containing cationic and anionic exchangers in separate beds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J49/00—Regeneration or reactivation of ion-exchangers; Apparatus therefor
- B01J49/05—Regeneration or reactivation of ion-exchangers; Apparatus therefor of fixed beds
- B01J49/09—Regeneration or reactivation of ion-exchangers; Apparatus therefor of fixed beds of mixed beds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/08—Ethanol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/10—Monohydroxylic acyclic alcohols containing three carbon atoms
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatment Of Water By Ion Exchange (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
Description
前記前処理工程で脱水されたイオン交換樹脂の充填層に、精製対象の非水溶媒を、1~100L/L-樹脂/hの通液速度(SV)で、通液することにより、精製対象の非水溶媒を精製する精製工程と、
を有し、
前記イオン交換樹脂は、ゲル型構造であり、前記イオン交換樹脂の架橋度が4.0~8.0%であり、前記イオン交換樹脂の調和平均径が0.20~0.40mmであること、
を特徴とする非水溶媒の精製方法を提供するものである。
前記イオン交換樹脂は、ゲル型構造であり、前記イオン交換樹脂の架橋度が4.0~8.0%であり、前記イオン交換樹脂の調和平均径が0.20~0.40mmであること、
を特徴とする非水溶媒の精製用のイオン交換樹脂の前処理方法を提供するものである。
前記前処理工程で脱水されたイオン交換樹脂の充填層に、精製対象の非水溶媒を通液することにより、精製対象の非水溶媒を精製する精製工程と、
を有し、
前記イオン交換樹脂の調和平均径が0.20~0.50mmであること、
を特徴とする非水溶媒の精製方法である。
前記イオン交換樹脂の調和平均径が0.20~0.50mm、好ましくは0.20~0.40mmであること、
を特徴とする非水溶媒の精製用のイオン交換樹脂の前処理方法である。前記イオン交換樹脂の架橋度は、好ましくは4.0~8.0%、特に好ましくは6.0~8.0%であり、また、前記イオン交換樹脂は、好ましくはゲル型のイオン交換樹脂であり、また、前記イオン交換樹脂の充填層は、好ましくは強酸性カチオン交換樹脂と、該強酸性カチオン交換樹脂以外のイオン交換体、合成吸着剤及び多孔質吸着体のうちの1種以上と、の混床又は複床である。
H形に再生した湿潤状態のイオン交換樹脂(強酸性カチオン交換樹脂、ゲル型、オルガノ社製、AMBERLITE(登録商標)CR3220、調和平均径0.23mm、架橋度8.0%)36mLを、内径16mm、高さ200mmのアクリルカラムに充填した。
次いで、カラム内に、表1に示す水含有量の脱水処理用のイソプロピルアルコール(IPA)を、通液速度5L/L-樹脂/hで通液し、表1に示す通液量毎に、カラムの出口液を採取して、水含有量を測定した。その結果を表1に示す。
H形に再生した湿潤状態のイオン交換樹脂(強酸性カチオン交換樹脂、ゲル型、オルガノ社製、AMBERLITE(登録商標)CR3220、調和平均径0.23mm、架橋度8.0%)に代えて、H形に再生した湿潤状態のイオン交換樹脂(強酸性カチオン交換樹脂、ゲル型、オルガノ社製、AMBERLITE(登録商標)CR1310、調和平均径0.33mm、架橋度6.0%)とすること以外は、実施例1と同様に行った。その結果を表1に示す。
H形に再生した湿潤状態のイオン交換樹脂(強酸性カチオン交換樹脂、ゲル型、オルガノ社製、AMBERLITE(登録商標)CR3220、調和平均径0.23mm、架橋度8.0%)に代えて、H形に再生した湿潤状態のイオン交換樹脂(強酸性カチオン交換樹脂、ゲル型、オルガノ社製、AMBERLITE(登録商標)CR1320、調和平均径0.37mm、架橋度6.0%)とすること以外は、実施例1と同様に行った。その結果を表1に示す。
H形に再生した湿潤状態のイオン交換樹脂(強酸性カチオン交換樹脂、ゲル型、オルガノ社製、AMBERLITE(登録商標)CR3220、調和平均径0.23mm、架橋度8.0%)に代えて、H形に再生した湿潤状態のイオン交換樹脂(強酸性カチオン交換樹脂、ゲル型、オルガノ社製、AMBERJET(登録商標)1020、調和平均径0.64mm、架橋度8.0%)とすること以外は、実施例1と同様に行った。その結果を表1に示す。
H形に再生した湿潤状態のイオン交換樹脂(強酸性カチオン交換樹脂、ゲル型、オルガノ社製、AMBERLITE(登録商標)CR3220、調和平均径0.23mm、架橋度8.0%)に代えて、H形に再生した湿潤状態のイオン交換樹脂(強酸性カチオン交換樹脂、ゲル型、オルガノ社製、AMBERJET(登録商標)1060、調和平均径0.66mm、架橋度16.0%)とすること以外は、実施例1と同様に行った。その結果を表1に示す。
レーザー回析式粒度分布計 マスターサイザー3000(マルバーン・パナリティカル製)を用い測定した。
Claims (4)
- 脱水処理前のイオン交換樹脂の充填層に、脱水処理用の非水溶媒を、1~100L/L-樹脂/hの通液速度(SV)で、通液することにより、該イオン交換樹脂の水分を除去する前処理工程と、
前記前処理工程で脱水されたイオン交換樹脂の充填層に、精製対象の非水溶媒を、1~100L/L-樹脂/hの通液速度(SV)で、通液することにより、精製対象の非水溶媒を精製する精製工程と、
を有し、
前記イオン交換樹脂は、ゲル型構造であり、前記イオン交換樹脂の架橋度が4.0~8.0%であり、前記イオン交換樹脂の調和平均径が0.20~0.40mmであること、
を特徴とする非水溶媒の精製方法。 - 前記イオン交換樹脂の充填層が、強酸性カチオン交換樹脂と、該強酸性カチオン交換樹脂以外のイオン交換体、合成吸着剤及び多孔質吸着体のうちの1種以上と、の混床又は複床であることを特徴とする請求項1記載の非水溶媒の精製方法。
- 脱水処理前のイオン交換樹脂の充填層に、脱水処理用の非水溶媒を、1~100L/L-樹脂/hの通液速度(SV)で、通液することにより、該イオン交換樹脂の水分を除去する前処理工程を有し、
前記イオン交換樹脂は、ゲル型構造であり、前記イオン交換樹脂の架橋度が4.0~8.0%であり、前記イオン交換樹脂の調和平均径が0.20~0.40mmであること、
を特徴とする非水溶媒の精製用のイオン交換樹脂の前処理方法。 - 前記イオン交換樹脂の充填層が、強酸性カチオン交換樹脂と、該強酸性カチオン交換樹脂以外のイオン交換体、合成吸着剤及び多孔質吸着体のうちの1種以上と、の混床又は複床であることを特徴とする請求項3記載の非水溶媒の精製用のイオン交換樹脂の前処理方法。
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2020000851A JP7379170B2 (ja) | 2020-01-07 | 2020-01-07 | 非水溶媒の精製方法及び非水溶媒の精製用のイオン交換樹脂の前処理方法 |
PCT/JP2020/043559 WO2021140764A1 (ja) | 2020-01-07 | 2020-11-24 | 非水溶媒の精製方法及び非水溶媒の精製用のイオン交換樹脂の前処理方法 |
CN202080075878.5A CN114641464B (zh) | 2020-01-07 | 2020-11-24 | 非水溶剂的精制方法及用于精制非水溶剂的离子交换树脂的预处理方法 |
KR1020227008318A KR20220044592A (ko) | 2020-01-07 | 2020-11-24 | 비수용매의 정제 방법 및 비수용매의 정제용의 이온교환수지 전처리 방법 |
US17/771,673 US20220387987A1 (en) | 2020-01-07 | 2020-11-24 | Method for purifying non-aqueous solvent and method for pretreating ion exchange resin for purification of non-aqueous solvent |
TW109142986A TWI858194B (zh) | 2020-01-07 | 2020-12-07 | 非水溶媒之精製方法及非水溶媒精製用之離子交換樹脂之前處理方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2020000851A JP7379170B2 (ja) | 2020-01-07 | 2020-01-07 | 非水溶媒の精製方法及び非水溶媒の精製用のイオン交換樹脂の前処理方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2021109833A JP2021109833A (ja) | 2021-08-02 |
JP7379170B2 true JP7379170B2 (ja) | 2023-11-14 |
Family
ID=76787847
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2020000851A Active JP7379170B2 (ja) | 2020-01-07 | 2020-01-07 | 非水溶媒の精製方法及び非水溶媒の精製用のイオン交換樹脂の前処理方法 |
Country Status (5)
Country | Link |
---|---|
US (1) | US20220387987A1 (ja) |
JP (1) | JP7379170B2 (ja) |
KR (1) | KR20220044592A (ja) |
CN (1) | CN114641464B (ja) |
WO (1) | WO2021140764A1 (ja) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2024024340A1 (ja) * | 2022-07-29 | 2024-02-01 | オルガノ株式会社 | 液体精製装置の立ち上げ方法および液体精製装置 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005247770A (ja) | 2004-03-05 | 2005-09-15 | Nippon Kayaku Co Ltd | 微量金属イオンの除去方法 |
JP2013188700A (ja) | 2012-03-14 | 2013-09-26 | Toyobo Co Ltd | 有機溶剤脱水装置 |
JP2017119234A (ja) | 2015-12-28 | 2017-07-06 | ダウ グローバル テクノロジーズ エルエルシー | 親水性有機溶媒のための精製プロセス |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4308569A1 (de) * | 1993-03-18 | 1994-09-22 | Hoechst Ag | Verfahren zur Reinigung von durch gelöste Metallverbindungen verunreinigten organischen Verbindungen |
JP3434983B2 (ja) | 1996-08-12 | 2003-08-11 | 大陽東洋酸素株式会社 | 金属アルコキシドの精製方法 |
JP5308645B2 (ja) * | 2007-08-29 | 2013-10-09 | オルガノ株式会社 | 陽イオン性不純物を含むアルコールの精製方法 |
JP7153580B2 (ja) * | 2019-01-30 | 2022-10-14 | オルガノ株式会社 | イオン交換樹脂の前処理装置およびイオン交換樹脂の前処理方法 |
JP2020195947A (ja) * | 2019-05-31 | 2020-12-10 | オルガノ株式会社 | イオン交換樹脂の前処理装置およびイオン交換樹脂の前処理方法 |
JP2020195946A (ja) * | 2019-05-31 | 2020-12-10 | オルガノ株式会社 | イオン交換樹脂の前処理装置およびイオン交換樹脂の前処理方法 |
JP7219174B2 (ja) * | 2019-06-20 | 2023-02-07 | オルガノ株式会社 | 非水溶媒の精製方法 |
-
2020
- 2020-01-07 JP JP2020000851A patent/JP7379170B2/ja active Active
- 2020-11-24 KR KR1020227008318A patent/KR20220044592A/ko not_active Application Discontinuation
- 2020-11-24 US US17/771,673 patent/US20220387987A1/en active Pending
- 2020-11-24 WO PCT/JP2020/043559 patent/WO2021140764A1/ja active Application Filing
- 2020-11-24 CN CN202080075878.5A patent/CN114641464B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005247770A (ja) | 2004-03-05 | 2005-09-15 | Nippon Kayaku Co Ltd | 微量金属イオンの除去方法 |
JP2013188700A (ja) | 2012-03-14 | 2013-09-26 | Toyobo Co Ltd | 有機溶剤脱水装置 |
JP2017119234A (ja) | 2015-12-28 | 2017-07-06 | ダウ グローバル テクノロジーズ エルエルシー | 親水性有機溶媒のための精製プロセス |
Also Published As
Publication number | Publication date |
---|---|
TW202131978A (zh) | 2021-09-01 |
US20220387987A1 (en) | 2022-12-08 |
CN114641464B (zh) | 2024-08-06 |
CN114641464A (zh) | 2022-06-17 |
KR20220044592A (ko) | 2022-04-08 |
WO2021140764A1 (ja) | 2021-07-15 |
JP2021109833A (ja) | 2021-08-02 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP7219174B2 (ja) | 非水溶媒の精製方法 | |
CA2927657C (en) | Radioactive iodine adsorbent, and method for treating radioactive iodine | |
CN101797523B (zh) | 除去碘化物的方法 | |
US8861670B2 (en) | Method and apparatus for condensate demineralization | |
JP2005516894A (ja) | 有機系溶剤の精製 | |
JP7379170B2 (ja) | 非水溶媒の精製方法及び非水溶媒の精製用のイオン交換樹脂の前処理方法 | |
JP6145611B2 (ja) | 混合イオン交換樹脂、脱塩方法および脱塩装置 | |
JP4467488B2 (ja) | 復水脱塩方法及び復水脱塩装置 | |
JP5762863B2 (ja) | アルコールの精製方法及び装置 | |
WO2020217911A1 (ja) | 有機溶媒の精製方法及び有機溶媒の精製装置 | |
JP2001215294A (ja) | 復水脱塩装置 | |
CN107973698A (zh) | 提纯乙二醇的方法 | |
US20090294367A1 (en) | Method and apparatus for condensate demineralization | |
JP2020195946A (ja) | イオン交換樹脂の前処理装置およびイオン交換樹脂の前処理方法 | |
JP2023537308A (ja) | バイオベースの粗エチレングリコールを精製するための方法 | |
JPH11276801A (ja) | 混合液体精製方法及び混合液体精製装置 | |
JP4883676B2 (ja) | イオン交換装置 | |
JPH0327264B2 (ja) | ||
JP5038232B2 (ja) | 復水脱塩方法及び復水脱塩装置 | |
CN112142565B (zh) | 一种低能耗的新戊二醇精制除酯方法及装置系统 | |
CN114887603A (zh) | 一种吸附Sr-90的树脂及制备方法 | |
TW202212305A (zh) | 極性有機溶劑之精製方法、極性有機溶劑之精製裝置、分析方法及精製極性有機溶劑之製造方法 | |
JP2022545155A (ja) | 有機溶媒を精製するためのプロセス | |
CN107973699B (zh) | 乙二醇精制的方法 | |
CN111848347A (zh) | 用于纯化煤制乙二醇的方法和装置 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20220908 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20230815 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20230830 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20231010 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20231101 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 7379170 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |