JP6273004B2 - ポリアリーレンエーテル溶液の分割 - Google Patents
ポリアリーレンエーテル溶液の分割 Download PDFInfo
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- JP6273004B2 JP6273004B2 JP2016526600A JP2016526600A JP6273004B2 JP 6273004 B2 JP6273004 B2 JP 6273004B2 JP 2016526600 A JP2016526600 A JP 2016526600A JP 2016526600 A JP2016526600 A JP 2016526600A JP 6273004 B2 JP6273004 B2 JP 6273004B2
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- precipitation bath
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims description 133
- 229920000412 polyarylene Polymers 0.000 title claims description 122
- 238000000638 solvent extraction Methods 0.000 title claims 2
- 238000001556 precipitation Methods 0.000 claims description 181
- 239000011324 bead Substances 0.000 claims description 69
- 238000000034 method Methods 0.000 claims description 38
- 239000000010 aprotic solvent Substances 0.000 claims description 37
- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 claims description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 238000004519 manufacturing process Methods 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- 239000002245 particle Substances 0.000 claims description 7
- 239000003586 protic polar solvent Substances 0.000 claims description 5
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical group O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 90
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 85
- 239000000243 solution Substances 0.000 description 80
- 229920000642 polymer Polymers 0.000 description 33
- 239000002904 solvent Substances 0.000 description 21
- -1 cyclopropylethyl Chemical group 0.000 description 14
- 239000000203 mixture Substances 0.000 description 14
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 12
- 150000002170 ethers Chemical class 0.000 description 9
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- 238000004220 aggregation Methods 0.000 description 6
- 230000002776 aggregation Effects 0.000 description 6
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical group OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 238000000605 extraction Methods 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- WSNMPAVSZJSIMT-UHFFFAOYSA-N COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 Chemical compound COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 WSNMPAVSZJSIMT-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 150000002367 halogens Chemical group 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 229920002492 poly(sulfone) Polymers 0.000 description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 description 3
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004695 Polyether sulfone Substances 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 125000004957 naphthylene group Chemical group 0.000 description 3
- 229920006393 polyether sulfone Polymers 0.000 description 3
- 229920012287 polyphenylene sulfone Polymers 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 238000007873 sieving Methods 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 125000000732 arylene group Chemical group 0.000 description 2
- 238000011088 calibration curve Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010191 image analysis Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- NXPPAOGUKPJVDI-UHFFFAOYSA-N naphthalene-1,2-diol Chemical compound C1=CC=CC2=C(O)C(O)=CC=C21 NXPPAOGUKPJVDI-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920000110 poly(aryl ether sulfone) Polymers 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 229960001755 resorcinol Drugs 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
- 125000004959 2,6-naphthylene group Chemical group [H]C1=C([H])C2=C([H])C([*:1])=C([H])C([H])=C2C([H])=C1[*:2] 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- 0 C*(C)Oc(cc1)ccc1S(c(cc1)ccc1Oc1ccc(C(C)(C)c2ccc(C(C)(C)C)cc2)cc1)(=O)=O Chemical compound C*(C)Oc(cc1)ccc1S(c(cc1)ccc1Oc1ccc(C(C)(C)c2ccc(C(C)(C)C)cc2)cc1)(=O)=O 0.000 description 1
- 241001012508 Carpiodes cyprinus Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical group 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000001502 aryl halides Chemical class 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 1
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical compound C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011796 hollow space material Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- XJTQJERLRPWUGL-UHFFFAOYSA-N iodomethylbenzene Chemical compound ICC1=CC=CC=C1 XJTQJERLRPWUGL-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- DFQICHCWIIJABH-UHFFFAOYSA-N naphthalene-2,7-diol Chemical compound C1=CC(O)=CC2=CC(O)=CC=C21 DFQICHCWIIJABH-UHFFFAOYSA-N 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 238000005029 sieve analysis Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
- C08J3/14—Powdering or granulating by precipitation from solutions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/46—Post-polymerisation treatment, e.g. recovery, purification, drying
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/20—Polysulfones
- C08G75/23—Polyethersulfones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2381/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen, or carbon only; Polysulfones; Derivatives of such polymers
- C08J2381/06—Polysulfones; Polyethersulfones
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Polyethers (AREA)
Description
i) ポリアリーレンエーテル溶液を液滴に分割する工程、
ii) 液滴を沈殿浴中に移して、この沈殿浴中でポリアリーレンエーテルビーズを形成させる工程を有し、ここで、この沈殿浴は、
(A) 少なくとも1種の非プロトン性溶媒(成分(1))及び少なくとも1種のプロトン性溶媒(成分(2))を含み、
(B) 0℃〜Tcまでの温度を有し、ここで、[℃]で示される臨界温度Tcは、数値方程式Tc=(77−c)/0.58で決定することができ、cは、沈殿浴中の成分(1)の、[質量%]で示す濃度であり、かつ
(C) 成分(1)を、5質量%〜ccまでの濃度で有し、ここで、[質量%]で示す臨界濃度ccは、数値方程式cc=77−0.58・Tで決定することができ、Tは、沈殿浴中の、[℃]で示す温度であり、ここで、
上記の質量%は、それぞれ沈殿浴中の成分(1)及び成分(2)の質量%の合計を基準とする、ポリアリーレンエーテル溶液からポリアリーレンエーテルビーズを製造する方法に関する。
cc=77−0.58・T
によって決定される。
t、qは、互いに無関係に、0、1、2又は3であり、
Q、T、Yは、それぞれ互いに無関係に、化学結合又は、−O−、−S−、−SO2−、S=O、C=O、−N=N−及び−CRaRb−から選択される基を表し、ここで、Ra及びRbは、それぞれ互いに無関係に、水素原子又はC1〜C12−アルキル基、C1〜C12−アルコキシ基又はC6〜C18−アリール基を表し、ここで、Q、T及びYの少なくとも1つは、−SO2−を表し、かつ
Ar、Ar1は、互いに無関係に、6〜18個の炭素原子を有するアリーレン基を表す。
Tc=(77−c)/0.58
によって決定される。
i) ポリアリーレンエーテル溶液を液滴に分割する工程、ここで、このポリアリーレンエーテル溶液は15〜250℃の範囲内の温度を有し、
ii) 液滴を沈殿浴に移す工程を有し、ここで、この沈殿浴は、
(A) 少なくとも1種の非プロトン性溶媒(成分(1))及び少なくとも1種のプロトン性溶媒(成分(2))を含み、
(B) 0℃〜Tcまでの温度を有し、ここで、[℃]で示される臨界温度Tcは、数値方程式Tc=(77−c)/0.58で決定することができ、cは、沈殿浴中の成分(1)の、[質量%]で示す濃度であり、かつ
(C) 成分(1)を5〜50質量%の濃度で有し、ここで、質量%は、それぞれ沈殿浴中の成分(1)及び成分(2)の質量%の合計を基準とする、ポリアリーレンエーテル溶液からポリアリーレンエーテルビーズを製造する方法である。
i) ポリアリーレンエーテル溶液を液滴に分割する工程、ここで、このポリアリーレンエーテル溶液は15〜250℃の範囲内の温度を有し、
ii) 液滴を沈殿浴に移す工程を有し、ここで、この沈殿浴は、
(A) 少なくとも1種の非プロトン性溶媒(成分(1))及び少なくとも1種のプロトン性溶媒(成分(2))を含み、
(B) 0℃〜Tcまでの温度を有し、ここで、[℃]で示される臨界温度Tcは、数値方程式Tc=(77−c)/0.58で決定することができ、cは、沈殿浴中の成分(1)の、[質量%]で示す濃度であり、かつ
(C) 成分(1)を5質量%〜ccまでの濃度で有し、ここで、[質量%]で示す臨界濃度ccは、数値方程式cc=77−0.58・Tで決定することができ、Tは、沈殿浴中の、[℃]で示す温度であり、ここで、
質量%は、それぞれ沈殿浴中の成分(1)及び成分(2)の質量%の合計を基準とし、かつここでこの沈殿浴は、成分(2)として水及び/又はアルコールを含み、かつこの非プロトン性溶媒は、N−メチル−2−ピロリドン及び/又はN−エチル−2−ピロリドンを含む、
ポリアリーレンエーテル溶液からポリアリーレンエーテルビーズを製造する方法である。
実施例1〜171:沈殿浴温度及び沈殿浴組成のバリエーション
この試験1〜171は、それぞれ2つの例示的なポリアリーレンエーテル溶液を用いて次々に実施し、ここで、沈殿挙動が最適化された。
抽出時の温度:95℃
抽出剤処理量:水2000ml/h
抽出剤温度:90〜95℃
抽出時間:24h。
Claims (12)
- ポリアリーレンエーテル溶液からポリアリーレンエーテルビーズを製造する方法であって、
i) 前記ポリアリーレンエーテル溶液を液滴に分割する工程、
ii) 前記液滴を沈殿浴中に移して、前記沈殿浴中でポリアリーレンエーテルビーズを形成させる工程を有し、ここで、前記沈殿浴は、
(A) 少なくとも1種の非プロトン性溶媒(成分(1))及び少なくとも1種のプロトン性溶媒(成分(2))を含み、
(B) 0℃〜Tcまでの温度を有し、ここで、[℃]で示される臨界温度Tcは、数値方程式Tc=(77−c)/0.58で決定することができ、cは、沈殿浴中の成分(1)の、[質量%]で示す濃度であり、かつ
(C) 成分(1)を、12〜70質量%の濃度で有し、ここで、
前記質量%は、それぞれ沈殿浴中の成分(1)及び成分(2)の質量%の合計を基準とし、前記沈殿浴は、成分2として水及び/又はアルコールを含み、前記ポリアリーレンエーテル溶液は、前記ポリアリーレンエーテル溶液に含まれる非プロトン性溶媒中で、ポリアリーレンエーテル5〜50質量%の濃度を有し、ここで、前記質量%は、前記ポリアリーレンエーテル及び非プロトン性溶媒の質量%の合計を基準とし、前記ポリアリーレンエーテル溶液は、前記分割の際に15〜250℃の温度を有し、かつ前記沈殿浴及び前記ポリアリーレンエーテル溶液用の前記非プロトン性溶媒は、N−メチル−2−ピロリドン及び/又はN−エチル−2−ピロリドンである、ポリアリーレンエーテル溶液からポリアリーレンエーテルビーズを製造する方法。 - 前記沈殿浴は運動させられている、請求項1に記載の方法。
- 前記ポリアリーレンエーテル溶液は、前記分割の際に20〜120℃の温度を有する、請求項1又は2に記載の方法。
- 前記ポリアリーレンエーテル溶液は、分割装置から流出した後に、流出箇所から沈殿浴表面までの0.10m〜1.20mの落下距離を落下する、請求項1から3までのいずれか1項に記載の方法。
- 分割装置として毛管及び/又は多孔板を使用する、請求項1から4までのいずれか1項に記載の方法。
- 前記毛管及び/又は前記多孔板は、0.1〜5.0mmの直径を有する、請求項5に記載の方法。
- 前記ポリアリーレンエーテル溶液及び前記沈殿浴は、同じ非プロトン性溶媒を含む、請求項1から6までのいずれか1項に記載の方法。
- 前記沈殿浴は、成分(1)を12〜50質量%含み、ここで、前記質量%は、それぞれ沈殿浴中の成分(1)及び成分(2)の質量%の合計を基準とする、請求項1から7までのいずれか1項に記載の方法。
- 前記沈殿浴は撹拌される、請求項1から8までのいずれか1項に記載の方法。
- 前記ポリアリーレンエーテルビーズは沈殿浴中で凝集しない、請求項1から9までのいずれか1項に記載の方法。
- 前記ポリアリーレンエーテルビーズは、1.3質量%以下の、1000μm以下のサイズを有する粒子の含有率を有する、請求項1から10までのいずれか1項に記載の方法。
- 前記ポリアリーレンエーテル溶液は、分割を実施する温度で、及び10 -1 s -1 の剪断速度で粘度0.05〜1.30Pa sを有する、請求項1から11までのいずれか1項に記載の方法。
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