JPS59206430A - エポキシ化生成物の加水分解可能塩化物含量を減少せしめる方法 - Google Patents
エポキシ化生成物の加水分解可能塩化物含量を減少せしめる方法Info
- Publication number
- JPS59206430A JPS59206430A JP59069890A JP6989084A JPS59206430A JP S59206430 A JPS59206430 A JP S59206430A JP 59069890 A JP59069890 A JP 59069890A JP 6989084 A JP6989084 A JP 6989084A JP S59206430 A JPS59206430 A JP S59206430A
- Authority
- JP
- Japan
- Prior art keywords
- product
- toluene
- phenol
- base
- water
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims description 48
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 title claims description 37
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 84
- 239000000047 product Substances 0.000 claims description 56
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 46
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 36
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 32
- 238000006735 epoxidation reaction Methods 0.000 claims description 32
- 238000006243 chemical reaction Methods 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 229960003742 phenol Drugs 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 19
- 238000007033 dehydrochlorination reaction Methods 0.000 claims description 17
- 241000238557 Decapoda Species 0.000 claims description 16
- 239000000243 solution Substances 0.000 claims description 14
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 12
- -1 hydroxyphenylene groups Chemical group 0.000 claims description 12
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 12
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 11
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 9
- 229920003986 novolac Polymers 0.000 claims description 9
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 8
- 239000012044 organic layer Substances 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 6
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 5
- 238000010533 azeotropic distillation Methods 0.000 claims description 5
- 229940118056 cresol / formaldehyde Drugs 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 150000004982 aromatic amines Chemical class 0.000 claims description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 claims description 4
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000004464 hydroxyphenyl group Chemical group 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 230000002829 reductive effect Effects 0.000 claims description 3
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000001569 carbon dioxide Substances 0.000 claims description 2
- 239000000706 filtrate Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 claims description 2
- 125000004208 3-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(*)=C1[H] 0.000 claims 1
- 150000002085 enols Chemical class 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 150000002924 oxiranes Chemical class 0.000 claims 1
- 239000002585 base Substances 0.000 description 27
- 150000002118 epoxides Chemical class 0.000 description 17
- 239000011541 reaction mixture Substances 0.000 description 10
- 238000006386 neutralization reaction Methods 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 238000010992 reflux Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000012071 phase Substances 0.000 description 5
- 241000894007 species Species 0.000 description 5
- 238000009835 boiling Methods 0.000 description 4
- 239000003518 caustics Substances 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- 239000012429 reaction media Substances 0.000 description 4
- 125000006414 CCl Chemical group ClC* 0.000 description 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000012267 brine Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 150000003944 halohydrins Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 125000000466 oxiranyl group Chemical group 0.000 description 3
- 229920000647 polyepoxide Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 3
- 239000011877 solvent mixture Substances 0.000 description 3
- LJBWJFWNFUKAGS-UHFFFAOYSA-N 2-[bis(2-hydroxyphenyl)methyl]phenol Chemical compound OC1=CC=CC=C1C(C=1C(=CC=CC=1)O)C1=CC=CC=C1O LJBWJFWNFUKAGS-UHFFFAOYSA-N 0.000 description 2
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- UJWXADOOYOEBCW-UHFFFAOYSA-N 2-[[2-[bis[2-(oxiran-2-ylmethoxy)phenyl]methyl]phenoxy]methyl]oxirane Chemical compound C1OC1COC1=CC=CC=C1C(C=1C(=CC=CC=1)OCC1OC1)C1=CC=CC=C1OCC1CO1 UJWXADOOYOEBCW-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 1
- 241000143060 Americamysis bahia Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 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
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 125000004450 alkenylene group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- VNWKTOKETHGBQD-YPZZEJLDSA-N carbane Chemical compound [10CH4] VNWKTOKETHGBQD-YPZZEJLDSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 229960001231 choline Drugs 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000005724 cycloalkenylene group Chemical group 0.000 description 1
- 125000002993 cycloalkylene group Chemical group 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000005293 duran Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 229940091173 hydantoin Drugs 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000011946 reduction process Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- BJAARRARQJZURR-UHFFFAOYSA-N trimethylazanium;hydroxide Chemical compound O.CN(C)C BJAARRARQJZURR-UHFFFAOYSA-N 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/27—Condensation of epihalohydrins or halohydrins with compounds containing active hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/24—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/32—Separation; Purification
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Epoxy Resins (AREA)
- Epoxy Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/482,760 US4447598A (en) | 1983-04-07 | 1983-04-07 | Method of preparing epoxy resins having low hydrolyzable chloride contents |
| US482760 | 1995-06-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59206430A true JPS59206430A (ja) | 1984-11-22 |
| JPH0377208B2 JPH0377208B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1991-12-09 |
Family
ID=23917350
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59069890A Granted JPS59206430A (ja) | 1983-04-07 | 1984-04-07 | エポキシ化生成物の加水分解可能塩化物含量を減少せしめる方法 |
Country Status (11)
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61195111A (ja) * | 1985-02-25 | 1986-08-29 | Toto Kasei Kk | エポキシ樹脂の製造方法 |
| JPS62212414A (ja) * | 1986-03-13 | 1987-09-18 | Asahi Chiba Kk | エポキシ樹脂の製造方法 |
| JPH0247129A (ja) * | 1988-08-10 | 1990-02-16 | Asahi Chiba Kk | エポキシ樹脂の精製法 |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4485221A (en) * | 1983-11-03 | 1984-11-27 | Ciba-Geigy Corporation | Process for making epoxy novolac resins with low hydrolyzable chlorine and low ionic chloride content |
| US4585838A (en) * | 1985-08-06 | 1986-04-29 | The Dow Chemical Company | Process for preparing epoxy resins containing low levels of total halide |
| CN1004356B (zh) * | 1984-11-19 | 1989-05-31 | 陶氏化学公司 | 一种降低环氧树脂中卤化物总含量的工艺方法 |
| US4535150A (en) * | 1984-12-04 | 1985-08-13 | Celanese Corporation | Process for preparing epoxy resins having low hydrolyzable chlorine contents |
| US4672103A (en) * | 1986-02-14 | 1987-06-09 | The Dow Chemical Company | Non-sintering epoxy resins prepared from triglycidyl ethers and epihalohydrins |
| US4684701A (en) * | 1986-02-14 | 1987-08-04 | The Dow Chemical Company | Method for preparing advanced epoxy or phenoxy resins with low aliphatic halide content |
| US4684700A (en) * | 1986-02-14 | 1987-08-04 | The Dow Chemical Company | Advanced epoxy resins prepared from triglycidyl ethers and dihydri phenols |
| US4810776A (en) * | 1986-07-14 | 1989-03-07 | Ciba-Geigy Corporation | Process for producing epoxy resin having a low-EHC-content from chlorine-substituted crude epoxy resin of high EHC-content and apparatus for automatically controlling such process |
| US4696982A (en) * | 1986-09-17 | 1987-09-29 | The Dow Chemical Company | Process for removing residual salts from epoxy novolacs |
| DE3636560A1 (de) * | 1986-10-28 | 1988-05-05 | Ruetgerswerke Ag | Verfahren zur entsalzung von steinkohlenteeren und -pechen |
| US4785061A (en) * | 1987-08-13 | 1988-11-15 | The Dow Chemical Company | Method for reducing the aliphatic halide content of epoxy resins using a solvent mixture including a polar aprotic solvent |
| US4778863A (en) * | 1987-08-13 | 1988-10-18 | The Dow Chemical Company | Preparation of epoxy resins having low undesirable halogen content |
| US4877857A (en) * | 1988-05-05 | 1989-10-31 | The Dow Chemical Company | Preparation of epoxy resins |
| PL172981B1 (pl) * | 1994-01-26 | 1998-01-30 | Inst Ciezkiej Syntezy Orga | Sposób wytwarzania płynnych żywic epoksydowych |
| TW593401B (en) * | 1998-05-29 | 2004-06-21 | Sumitomo Chemical Co | Highly purified epoxy resin having glycidylamino group and the process thereof |
| WO2001042230A1 (en) | 1999-12-07 | 2001-06-14 | 3M Innovative Properties Company | Process for the elimination of materials containing hydrolyzable halides and other high molecular weight materials from epihalohydrin derived epoxy resins |
| US6211389B1 (en) | 2000-05-23 | 2001-04-03 | Dexter Corporation | Methods of reducing the chloride content of epoxy compounds |
| CN115010856A (zh) * | 2022-07-20 | 2022-09-06 | 杜彪 | 一种除氯剂的制备方法、除氯剂及其应用 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2943095A (en) * | 1955-06-28 | 1960-06-28 | Union Carbide Corp | Process for preparing glycidyl polyethers of polyhydric phenols |
| JPS55141479A (en) * | 1979-04-19 | 1980-11-05 | Shell Int Research | Manufacture of polyglycidylether of polyhydric phenol |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB746824A (en) * | 1952-08-01 | 1956-03-21 | Ici Ltd | Resins derived from phenol-formaldehyde condensates and epichlorohydrin |
| NL103227C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1953-04-06 | |||
| GB801728A (en) * | 1956-04-19 | 1958-09-17 | Basf Ag | Improvements in the production of glycidyl ethers |
| GB868861A (en) * | 1957-07-18 | 1961-05-25 | Union Carbide Corp | Preparation of glycidyl polyethers of polyhydric phenols |
| NL234777A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1959-01-02 | |||
| BE609222A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1960-10-17 | |||
| GB1173191A (en) * | 1965-12-31 | 1969-12-03 | Muanyagipari Ki | Process for Preparing Liquid Epoxy Oligomers |
| GB1169045A (en) * | 1967-07-21 | 1969-10-29 | Midland Silicones Ltd | Novel Epoxylated Phenolic Resins |
| CH505084A (de) * | 1968-12-06 | 1971-03-31 | Ciba Geigy Ag | Verfahren zur Herstellung von Polyglycidyläthern |
| NL161752C (nl) * | 1969-06-10 | 1980-08-15 | Shell Int Research | Werkwijze voor het bereiden van laagmoleculaire polyglycidijlethers. |
| CH544801A (de) * | 1970-03-16 | 1973-11-30 | Reichhold Albert Chemie Ag | Verfahren zum Herstellen von Glycidyläthern |
| CH541596A (de) * | 1970-05-14 | 1973-09-15 | Texaco Ag | Verfahren zur Herstellung von basischen, stickstoff- und hydroxylgruppenhaltigen Epoxidharzen |
| US4394496A (en) * | 1971-08-19 | 1983-07-19 | The Dow Chemical Company | Epoxidation products of 1,1,1-tri-(hydroxyphenyl) alkanes |
| IT1012923B (it) * | 1974-05-30 | 1977-03-10 | Sir Soc Italiana Resine Spa | Procedimento per la preparazione continua di eteri poliglicidilici di fenoli poliossidrilici |
| DE2533505C3 (de) * | 1974-08-02 | 1981-10-08 | Hoechst Ag, 6000 Frankfurt | Verfahren zum Herstellen von niedrigviskosen, niedermolekularen Glycidyläthern ein- oder mehrwertiger Phenole |
| IT1051400B (it) * | 1975-12-19 | 1981-04-21 | S I R S P A | Procedimento perfezionato per la preparazione di resine epossidiche liquide |
| DE2745150A1 (de) * | 1976-12-04 | 1978-06-08 | Leuna Werke Veb | Kontinuierliche herstellung und reinigung von epoxidharzen |
| GB2001991B (en) * | 1977-06-30 | 1982-01-06 | Shell Int Research | Preparation of polyglycidyl ethers of polyhydric phenols |
| DD158479A3 (de) * | 1981-03-31 | 1983-01-19 | Wolfgang Boehm | Verfahren zur kontinuierlichen herstellung von epoxidharzen |
-
1983
- 1983-04-07 US US06/482,760 patent/US4447598A/en not_active Expired - Lifetime
-
1984
- 1984-04-03 AU AU26376/84A patent/AU562838B2/en not_active Ceased
- 1984-04-04 DE DE8484103685T patent/DE3469298D1/de not_active Expired
- 1984-04-04 EP EP84103685A patent/EP0125454B1/en not_active Expired
- 1984-04-06 BR BR8401625A patent/BR8401625A/pt not_active IP Right Cessation
- 1984-04-06 CA CA000451472A patent/CA1203942A/en not_active Expired
- 1984-04-06 GB GB08409035A patent/GB2137629A/en not_active Withdrawn
- 1984-04-06 ES ES531352A patent/ES531352A0/es active Granted
- 1984-04-07 JP JP59069890A patent/JPS59206430A/ja active Granted
- 1984-04-24 KR KR1019840002181A patent/KR860000929B1/ko not_active Expired
-
1987
- 1987-08-10 MY MYPI87001260A patent/MY101974A/en unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2943095A (en) * | 1955-06-28 | 1960-06-28 | Union Carbide Corp | Process for preparing glycidyl polyethers of polyhydric phenols |
| JPS55141479A (en) * | 1979-04-19 | 1980-11-05 | Shell Int Research | Manufacture of polyglycidylether of polyhydric phenol |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61195111A (ja) * | 1985-02-25 | 1986-08-29 | Toto Kasei Kk | エポキシ樹脂の製造方法 |
| JPS62212414A (ja) * | 1986-03-13 | 1987-09-18 | Asahi Chiba Kk | エポキシ樹脂の製造方法 |
| JPH0247129A (ja) * | 1988-08-10 | 1990-02-16 | Asahi Chiba Kk | エポキシ樹脂の精製法 |
Also Published As
| Publication number | Publication date |
|---|---|
| ES8607267A1 (es) | 1985-12-16 |
| GB2137629A (en) | 1984-10-10 |
| ES531352A0 (es) | 1985-12-16 |
| AU562838B2 (en) | 1987-06-18 |
| EP0125454A1 (en) | 1984-11-21 |
| MY101974A (en) | 1992-02-29 |
| JPH0377208B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1991-12-09 |
| DE3469298D1 (en) | 1988-03-17 |
| BR8401625A (pt) | 1984-11-13 |
| AU2637684A (en) | 1984-10-11 |
| EP0125454B1 (en) | 1988-02-10 |
| KR850007441A (ko) | 1985-12-04 |
| CA1203942A (en) | 1986-04-29 |
| US4447598A (en) | 1984-05-08 |
| KR860000929B1 (ko) | 1986-07-19 |
| GB8409035D0 (en) | 1984-05-16 |
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