WO1990010686A1 - Procede de production d'huile isolante comprenant du dibenzylbenzene - Google Patents
Procede de production d'huile isolante comprenant du dibenzylbenzene Download PDFInfo
- Publication number
- WO1990010686A1 WO1990010686A1 PCT/JP1990/000295 JP9000295W WO9010686A1 WO 1990010686 A1 WO1990010686 A1 WO 1990010686A1 JP 9000295 W JP9000295 W JP 9000295W WO 9010686 A1 WO9010686 A1 WO 9010686A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- oil
- impregnated
- capacitor
- zsm
- reaction
- Prior art date
Links
- JQCVPZXMGXKNOD-UHFFFAOYSA-N 1,2-dibenzylbenzene Chemical compound C=1C=CC=C(CC=2C=CC=CC=2)C=1CC1=CC=CC=C1 JQCVPZXMGXKNOD-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 238000000034 method Methods 0.000 title claims description 21
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 48
- 238000006243 chemical reaction Methods 0.000 claims abstract description 46
- 239000003990 capacitor Substances 0.000 claims abstract description 41
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 36
- 239000010457 zeolite Substances 0.000 claims abstract description 34
- 229910021536 Zeolite Inorganic materials 0.000 claims abstract description 31
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000003054 catalyst Substances 0.000 claims abstract description 23
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 15
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000002985 plastic film Substances 0.000 claims abstract description 9
- 229920006255 plastic film Polymers 0.000 claims abstract description 9
- 239000003921 oil Substances 0.000 claims description 29
- 238000004519 manufacturing process Methods 0.000 claims description 13
- 239000010735 electrical insulating oil Substances 0.000 claims description 3
- 238000010292 electrical insulation Methods 0.000 claims description 3
- 102000035195 Peptidases Human genes 0.000 claims description 2
- 108091005804 Peptidases Proteins 0.000 claims description 2
- 238000005470 impregnation Methods 0.000 claims description 2
- 235000019833 protease Nutrition 0.000 claims description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract description 5
- 239000000377 silicon dioxide Substances 0.000 abstract description 2
- 229910052681 coesite Inorganic materials 0.000 abstract 1
- 229910052906 cristobalite Inorganic materials 0.000 abstract 1
- 235000012239 silicon dioxide Nutrition 0.000 abstract 1
- 229910052682 stishovite Inorganic materials 0.000 abstract 1
- 229910052905 tridymite Inorganic materials 0.000 abstract 1
- -1 for example Polymers 0.000 description 24
- 229910052751 metal Inorganic materials 0.000 description 12
- 239000002184 metal Substances 0.000 description 12
- 239000008096 xylene Substances 0.000 description 11
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 10
- 239000010408 film Substances 0.000 description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000004033 plastic Substances 0.000 description 6
- 229920003023 plastic Polymers 0.000 description 6
- 229920000098 polyolefin Polymers 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical compound C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 5
- 238000002441 X-ray diffraction Methods 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 238000007086 side reaction Methods 0.000 description 4
- 150000001768 cations Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000012212 insulator Substances 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 238000004804 winding Methods 0.000 description 3
- PKQYSCBUFZOAPE-UHFFFAOYSA-N 1,2-dibenzyl-3-methylbenzene Chemical compound C=1C=CC=CC=1CC=1C(C)=CC=CC=1CC1=CC=CC=C1 PKQYSCBUFZOAPE-UHFFFAOYSA-N 0.000 description 2
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 description 2
- PFEOZHBOMNWTJB-UHFFFAOYSA-N 3-methylpentane Chemical compound CCC(C)CC PFEOZHBOMNWTJB-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- 238000006757 chemical reactions by type Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000000151 deposition Methods 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 150000002892 organic cations Chemical class 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 230000036961 partial effect Effects 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920001083 polybutene Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- IAUKWGFWINVWKS-UHFFFAOYSA-N 1,2-di(propan-2-yl)naphthalene Chemical compound C1=CC=CC2=C(C(C)C)C(C(C)C)=CC=C21 IAUKWGFWINVWKS-UHFFFAOYSA-N 0.000 description 1
- WSSNQXJVTQOUMV-UHFFFAOYSA-N 1,2-dibenzyl-3,4-dimethylbenzene Chemical group C=1C=CC=CC=1CC1=C(C)C(C)=CC=C1CC1=CC=CC=C1 WSSNQXJVTQOUMV-UHFFFAOYSA-N 0.000 description 1
- GNPWYHFXSMINJQ-UHFFFAOYSA-N 1,2-dimethyl-3-(1-phenylethyl)benzene Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CC=CC=C1 GNPWYHFXSMINJQ-UHFFFAOYSA-N 0.000 description 1
- XQFIJSXGYUZIBD-UHFFFAOYSA-N 1,2-diphenylethane-1,2-dione;toluene Chemical compound CC1=CC=CC=C1.C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 XQFIJSXGYUZIBD-UHFFFAOYSA-N 0.000 description 1
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- SVHAWXAAVLMPLW-UHFFFAOYSA-N 1,4-dimethoxycyclohexane Chemical compound COC1CCC(OC)CC1 SVHAWXAAVLMPLW-UHFFFAOYSA-N 0.000 description 1
- CYNYIHKIEHGYOZ-UHFFFAOYSA-N 1-bromopropane Chemical compound CCCBr CYNYIHKIEHGYOZ-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- JNXBQJLPSIDPIV-UHFFFAOYSA-N CC[SiH2]Oc1ccccc1 Chemical compound CC[SiH2]Oc1ccccc1 JNXBQJLPSIDPIV-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 101100114828 Drosophila melanogaster Orai gene Proteins 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000001450 anions Chemical group 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 238000001479 atomic absorption spectroscopy Methods 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000006840 diphenylmethane group Chemical group 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229910052675 erionite Inorganic materials 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000001027 hydrothermal synthesis Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 201000006747 infectious mononucleosis Diseases 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000011104 metalized film Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 229910052680 mordenite Inorganic materials 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002940 palladium Chemical class 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000011574 phosphorus Chemical group 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000131 polyvinylidene Polymers 0.000 description 1
- 239000011591 potassium Chemical group 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000036962 time dependent Effects 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G4/00—Fixed capacitors; Processes of their manufacture
- H01G4/002—Details
- H01G4/018—Dielectrics
- H01G4/20—Dielectrics using combinations of dielectrics from more than one of groups H01G4/02 - H01G4/06
- H01G4/22—Dielectrics using combinations of dielectrics from more than one of groups H01G4/02 - H01G4/06 impregnated
- H01G4/221—Dielectrics using combinations of dielectrics from more than one of groups H01G4/02 - H01G4/06 impregnated characterised by the composition of the impregnant
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/02—Well-defined hydrocarbons
- C10M105/06—Well-defined hydrocarbons aromatic
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/20—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances liquids, e.g. oils
- H01B3/22—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances liquids, e.g. oils hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/06—Well-defined aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/16—Dielectric; Insulating oil or insulators
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/17—Electric or magnetic purposes for electric contacts
Definitions
- the present invention relates to a method for producing an electrical insulating oil comprising dibenzylbenzenes.
- the electric insulating oil produced according to the present invention is suitable as an impregnating oil for oil-impregnated electric equipment using at least a part of an insulator or a dielectric made of a plastic.
- a further preferred device is an oil-impregnated capacitor, most preferably an oil-impregnated metallized plastic film capacitor.
- the impregnated type MF capacitor has a higher withstand voltage than the dry type, and meets the requirements for miniaturization and lightening.
- metallized films based on plastic films are particularly affected by impregnated oil.
- base films made of impregnated oil Even if the dimensional change of the metal or the impregnation of the impregnating oil between the deposited metal layer and the base film layer occurs slightly, cracks may occur in the deposited metal layer, and in severe cases, the deposited metal layer may peel off. It often leads to dielectric breakdown. Therefore, MF capacitors have less effective electrical insulating oil.
- MF components impregnated with aryl alkane such as benzil toluene or phenyloxyl luteane Capacitors have a remarkable decrease in their capacity during use, and their corona (partial) discharge characteristics are not always good.
- the present invention uses a S i 0 2 / A 1 2 0 3 mode by Le ratio Tsu der 2 0 or more, and crystalline synthetic peptidase Orai preparative catalyst inlet of the main cavity consists of 1 0-membered oxygen ring,
- An electric power comprising dibenzyl benzenes, characterized by reacting benzene or toluene with diphenylmethane or a derivative thereof at a reaction temperature of 170 to 400 ° C. It relates to a method for producing insulating oil.
- ZSM A method for the production of xylene by the mutual disproportionation of toluene with the use of type 5 zeolite as a catalyst has already been disclosed (British Patent No. 1,463,33). 5 No. 9 and others). These are, of course, due to the transfer of the methyl group.
- ZSM-5 Type Zee Light when dibenzirbenzenes are produced from toluene and diphenylmethane, if there is a transfer of methyl groups, toluene is present.
- xylene is expected to form. The production of xylene consumes the corresponding amount of toluene, which lowers the yield of dibenzylbenzenes, which is not preferred. Therefore, ZSM-5 catalysts are not expected to be suitable for producing dibenzyl benzenes from toluene and diphenyl methane.
- the present inventors have surprisingly found that despite the presence of toluene, the reaction proceeded without substantially producing xylene, and dibenzylbenzenes were formed. . In addition, a large number of substituted methyl nuclei such as methyl and dimethyl are generated in addition to dibenzylbenzene.
- one of the raw materials used in the present invention is benzene or toluene. These may be mixed.
- the other source is diphenylmethane or its methyl-substituted product.
- the methyl substituent is specifically benzyltoluene or ditolumetane.
- Diphenylmethane, benzyltoluene and ditolylmethane can be used as a mixture.
- dibenzylbenzenes produced by the method of the present invention include dibenzylbenzene, as well as dibenzylbenzene dimethyene such as dibenzylbenzene and the like. And nucleus-substituted products.
- reaction conditions of benzene or toluene and diphenylmethane or a methyl-substituted product thereof in the present invention are as follows.
- the catalyst, a is S i 0 2 / A l 2 0 3 molar ratio of 2 0 or more
- the main cavity is made of a crystalline synthetic aluminosilicate or zeolite having a 10-member oxygen ring.
- a zeolite light include a synthetic zeolite of 2 SM-5 type in which the entrance of the main cavity is composed of a 10-membered oxygen ring, and a zeolite zeta lighter.
- the zeolite of the present invention is characterized by comprising a 10-membered oxygen ring.
- Conventional synthetic zeolites such as A-type zeolite, erionite, and off-letite, are 8-membered oxygen-ring-type small-pore zeolites, and include mordenite, X-type zeolite, and Y-type zeolite. And others are 12-membered oxygen ring type large pore zeolite.
- Crystalline synthetic Zeorai preparative used in the present invention has the structural characteristics of input Ri mouth of the main air-dong is found or 1 0-membered oxygen ring, crystalline Si0 2 / Al 2 0 3 molar ratio is 2 0 or more Any synthetic aluminum silicate can be used.
- ZSM-5 type synthetic zeolites such as ZSM-5, ZSM-11, ZSM-12, ZSM-22, ZSM-23, ZSM-35, ZSM-. Also known as 38, ZSM—48.
- Each of these ZSM-5 type synthetic zeolites has a structural characteristic in which the entrance of the main cavity is composed of a 10-membered oxygen ring.
- Particularly suitable combination The synthetic zeolite is ZSM-5.
- the composition and production method of these ZSM-5 type zeolites are all described in the following patent publications.
- ZSM-35 Japanese Patent Application Laid-Open No. Sho 53-144 550
- Zeolite Printer 1 Japanese Patent Application Laid-Open No. 51-672299
- Zeoryta Printer 3 Japanese Patent Application Laid-Open No. 51 - 6 7 2 9 synthesis
- No. main cavity structural characteristics consisting of 1 0-membered oxygen ring generally has a high Si0 2 / Al 2 0 3 molar ratio, its value is usually 2 0 or more.
- Si) 2 / Al 2 0 3 molar ratio is very high, for example, 1 6 0 0 or more such zero talent. Rye preparative also effective.
- Si0 2 / Al 2 0 3 molar ratio uses Zeorai bets close to infinity.
- the zeolite of “high silica” is also included in the definition of the present invention.
- the Si0 2 / Al 2 0 3 molar ratio is measured by conventional analytical methods such as atomic absorption spectrometry. This ratio represents a value as close as possible to the ratio in the hard anion skeleton of the zeolite light crystal, and the ratio of cations in the binder or in the channel is reduced. Aluminum in other forms is excluded.
- the structure in which the entrance of the main cavity consists of a 10-membered oxygen ring is usually confirmed by X-ray diffraction.
- the synthetic zeolite of the type ZSM-5 which is preferable as the catalyst of the present invention, has a characteristic X-ray diffraction pattern (see the above-mentioned patent publication for details).
- the 10-membered oxygen ring of the present invention can be defined as a synthetic zeolite having a control index of 1 to 12.
- a specific method of measuring the control index is disclosed in Japanese Patent Application Laid-Open No. 56-133322. This index indicates the degree to which the pore structure of zeolite crystals controls the approach of molecules with larger cross-sectional areas than n-paraffins.
- the measurement is carried out by adsorbing n-hexane and 3-methylpentane on zeolite under certain conditions, and calculating from the adsorbed amounts thereof.
- Typical control indices are as follows.
- a method for synthesizing 2SM-5 will be described.
- the composition is in the range described in the above publication, and the reaction mixture is heated to perform hydrothermal synthesis. After the synthesis, the obtained crystals are calcined in the air to obtain Zeolite ZSM-5 catalyst. Iced tetrabrovir ammonium can also be synthesized in situ from n-bromoviramine and 1-bevirebromide in the reaction system.
- the method using aluminum oxide has been described, but it has also been proposed to synthesize ZSM-5 that does not substantially contain an aluminum atom.
- the zeolite used in the reaction contains, for example, sodium ions and other metals due to the reaction raw materials at the time of synthesis.
- Alkaline earth metals such as calcium and magnesium as well as alkali metals such as Na and those ion-exchanged with trivalent metals can also be used.
- crystalline synthetic aluminosilicate modified with boron, potassium, phosphorus, or these compounds ⁇ Zelite light, for example, ZSM-5 type Zelite light may also be used. It can.
- These ion exchange or denaturation can be performed by a conventionally known method.
- the crystalline synthetic zeolite of the present invention can contain various metals, but a so-called hydrogen-type zeolite obtained by exchanging metal ions with hydrogen ions is preferable for the method of the present invention.
- a typical hydrated zeolite is prepared by heating a catalyst containing an organic cation at the time of preparing the catalyst under an inert atmosphere, for example, at 400 to 700 ° C for 1 hour, and then removing the ammonia. Ion exchange with mineral acid such as palladium salt or hydrochloric acid
- the reaction temperature of the present invention is from 170 to 400 ° C, preferably from 200 to 350 ° C.
- reaction temperature is lower than this range, the conversion of the raw material will be low. On the other hand, if the reaction temperature is higher than this range, side reactions such as formation of xylene occur, which is not preferable.
- the reaction can be carried out in the gas phase, but in order to maintain the catalytic activity for a long time, it is appropriate to carry out the reaction in the liquid phase.
- the gaseous phase must necessarily have a high reaction temperature, and if the reaction temperature is high, side reactions such as generation of xylene are likely to occur as described above. The reaction therefore takes place in the liquid phase.
- reaction pressure In order to carry out the reaction in the liquid phase, it is desirable to set the reaction pressure to an appropriate pressure to keep the reaction phase in the liquid phase.
- This pressure is usually selected from the range of normal pressure to 50 kg / cm 2 .
- reaction type of the method of the present invention either a flow type or a batch type can be selected.
- the reaction time is selected from the range of 0.5 to 50 hours according to the reaction temperature and other reaction conditions in the Knott's equation. If the reaction time is shorter than this range, the conversion will be lower. Further, if the reaction time is made unnecessarily long, the yield of dibenzylbenzenes is not improved, but rather, only a side reaction is caused, which is not preferable.
- LHSV is 0.2 to 20; It is preferably from 0.5 to 10. If the LHSV is smaller than this, the number of side reactions increases, and the yield per hour decreases, which is not preferable. Conversely, if the LHSV becomes too large, the reaction does not proceed, and the reaction raw materials flow out of the system without reacting, which is not preferable.
- the reaction mixture is usually 0 :! Up to 10% by weight, preferably 0.5 to 5% by weight of the catalyst may be used. If the catalyst concentration is lower than this, the reaction does not proceed. On the other hand, if the catalyst concentration is higher than this, the yield of the target compound is not always improved, and the use of a large amount of the catalyst is uneconomical.
- ⁇ compound such as difunylmethane is 0.2 to 20 and preferably 0.5 to: I 0. . If the molar ratio is smaller than this, that is, if the amount of the monocyclic compound used relative to the bicyclic compound is small, the conversion of the raw material decreases, which is not preferable. Conversely, if the molar ratio is higher than the above range and a monocyclic compound is used in excess, the amount of dibenzylbenzenes produced per reaction is reduced, which is not preferable.
- the unreacted monocyclic compound and unreacted bicyclic compound are separated, and the dibenzylbenzenes of the present invention can be obtained by a conventional method.
- oil-impregnated electric equipment to which the electric insulating oil of the present invention is suitably impregnated examples include oil-impregnated electric equipment in which at least a part of an insulator or a dielectric is made of a plastic, for example, oil-impregnated electric equipment.
- oil-impregnated electric equipment in which at least a part of an insulator or a dielectric is made of a plastic, for example, oil-impregnated electric equipment.
- capacitors and oil impregnated cables are examples of the electric equipment to which the electric insulating oil of the present invention is suitably impregnated.
- the above-mentioned oil-impregnated capacitor is formed by laminating a metal foil such as an aluminum foil as an electrode and a plastic film and winding it to form a capacitor element. It is something that is allowed.
- conventional insulating paper can be used together with the plastic film.
- the brass chips include polyolefins such as polyethylene, polypropylene, and polypentene, polyvinylidene vinylidene, and polyester. Of these plastics, the polirefin is particularly preferred.
- the electrode may be formed on the film as a vapor-deposited metal layer, and such a capacitor is called an MF capacitor as described above.
- the electric insulating oil of the present invention is particularly suitably used for this MF condenser.
- the oil-impregnated cable is made by winding a metal conductor such as copper or aluminum with a plastic film and impregnating it with electric insulating oil in a usual manner.
- the plastic include polyolefins such as polyethylene, polypropylene, and polypentene, polystyrene vinylidene, and polyester, and more preferably polyolefin. In this case, usually used in combination with insulating paper, composite film in which polyolefin is fused or bonded to insulating paper, or mixed paper made of polyolefin and pulp Use
- the electric insulating oil obtained by the method of the present invention has a high boiling point. Despite this, it has relatively low viscosity and low pour point. Therefore, it can be suitably used as an electric insulating oil, and it can be used as a conventionally known electric insulating oil, for example, refined mineral oil, polyolefin such as polybutene, alkynolebenzene such as dodecyl benzene, etc.
- Diaryl alkanes such as diphenylisolemetane, phenyltriluethane, phenyloxyliluethane, phenylisoprovirenilethane, saturated trimers of styrene, distylene
- Trialkyl dialkanes such as xylene lene, dibenzyl toluene or trialkyl alkane, alkirubifenyl such as isobrovirbiphenyl, alkirnaphthalene such as diisopropylnaphthalene, etc.
- it may be used in combination with one or more phthalic acid esters such as DOP in any proportion. It is Ru can.
- the X-ray diffraction diagram and the like of this catalyst were the same as those described in the above-mentioned patent gazette (Japanese Patent Publication No. 46-104164). Further, the control index and the like also coincide, and therefore, the catalyst has a structural characteristic in which the entrance of the main cavity is composed of a 10-membered oxygen ring.
- the oiled reaction solution was analyzed by gas chromatography to determine the composition of the reaction solution after a certain oil passage time. Table 1 shows the results.
- Y-type zeolite has a low selectivity for dibenzylbenzenes and a significant decrease in activity. This decrease in activity was such that the activity could not be recovered by raising the reaction temperature from 180 to 260 ° C.
- Example 2 After recovering the reaction solution of Example 1 and flushing benzene, toluene and xylene, the solution was distilled under reduced pressure to a boiling point of 350 to 420 ° C in terms of normal pressure. A distillate consisting of dibenzilbenzenes was recovered. At this time, partially precipitated crystals were separated by filtration.
- Capacitor A metal-deposited polypropylene film having a width of 40 mm and a margin of 3 mm formed by vapor-depositing zinc on one side according to a conventional method was used. By winding the vapor-deposited film into a capacitor element and impregnating the recovered fraction, a capacitor having a capacity of about 5 yF (referred to as “capacitor A”) is obtained.
- Capacitor A a capacitor having a capacity of about 5 yF
- capacitor B For comparison, a similar capacitor element was impregnated with phenyloxysilylethane to obtain a capacitor for comparison (referred to as “capacitor B”).
- a time-dependent change in the capacitance of each capacitor was measured by applying a potential of 120 V / ⁇ at 60 ° C. to each of the capacitors A and B.
- the capacity of the capacitor ⁇ ⁇ hardly decreased even after 1000 hours.
- the capacity of capacitor B was reduced by about 15% after 1000 hours from the capacity at the start.
- the capacitor impregnated with benzyltoluene also showed a change in capacity after 1000 hours similar to that of capacitor B impregnated with phenylxylylethane.
- the present invention provides a novel method for producing an electrically insulating oil. Further, the electric insulating oil of the present invention is most suitable as an impregnating oil for the MF capacitor.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Power Engineering (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Organic Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Organic Insulating Materials (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Fixed Capacitors And Capacitor Manufacturing Machines (AREA)
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP90904422A EP0417308B1 (en) | 1989-03-07 | 1990-03-07 | Method of producing insulating oil comprising dibenzylbenzene |
CA002028828A CA2028828C (en) | 1989-03-07 | 1990-03-07 | Method of producing insulating oil comprising dibenzylbenzene |
DE69022339T DE69022339T2 (de) | 1989-03-07 | 1990-03-07 | Verfahren zur herstellung eines dammenden öles enthaltend dibenzylbenzen. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1/54144 | 1989-03-07 | ||
JP1054144A JP2794444B2 (ja) | 1989-03-07 | 1989-03-07 | ジベンジルベンゼン類の製造方法 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1990010686A1 true WO1990010686A1 (fr) | 1990-09-20 |
Family
ID=12962366
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP1990/000295 WO1990010686A1 (fr) | 1989-03-07 | 1990-03-07 | Procede de production d'huile isolante comprenant du dibenzylbenzene |
Country Status (6)
Country | Link |
---|---|
US (1) | US5107395A (ja) |
EP (1) | EP0417308B1 (ja) |
JP (1) | JP2794444B2 (ja) |
CA (1) | CA2028828C (ja) |
DE (1) | DE69022339T2 (ja) |
WO (1) | WO1990010686A1 (ja) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05159967A (ja) * | 1991-12-10 | 1993-06-25 | Nippon Petrochem Co Ltd | 金属化プラスチックフィルムコンデンサー |
US5719742A (en) * | 1995-11-29 | 1998-02-17 | Nippon Petrochemicals Co., Ltd. | Metallized plastic film capacitor |
US6585917B2 (en) | 2001-04-12 | 2003-07-01 | Cooper Industries, Inc. | Dielectric fluid |
HU224862B1 (en) * | 2002-03-06 | 2006-03-28 | Abo Mill Malomipari Rt | Process for producing of rice by short cooking time |
EP2089215B1 (en) | 2006-12-08 | 2015-02-18 | 3D Systems Incorporated | Three dimensional printing material system |
US7968626B2 (en) * | 2007-02-22 | 2011-06-28 | Z Corporation | Three dimensional printing material system and method using plasticizer-assisted sintering |
CN113583737B (zh) * | 2021-05-28 | 2022-05-20 | 广西大学 | 一种利用纳米SiO2改性的棕榈绝缘油的制备方法 |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3481997A (en) * | 1968-04-25 | 1969-12-02 | Sun Oil Co | Intermolecular condensation of aromatic compounds |
JPS4895599A (ja) * | 1972-03-17 | 1973-12-07 | ||
JPS4914320B1 (ja) * | 1969-03-31 | 1974-04-06 | ||
JPS4941634B1 (ja) * | 1970-12-12 | 1974-11-09 | ||
JPS49135199A (ja) * | 1973-05-04 | 1974-12-26 | ||
GB1579679A (en) * | 1976-07-16 | 1980-11-19 | British Petroleum Co | Electro-erosion process using dielectric liquids |
JPH06116410A (ja) * | 1992-10-02 | 1994-04-26 | Sumitomo Metal Ind Ltd | 熱硬化性樹脂プリプレグ及び積層材 |
JPH06151704A (ja) * | 1992-11-11 | 1994-05-31 | Mitsubishi Electric Corp | 半導体装置及び配置配線装置 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6116410A (ja) * | 1984-06-29 | 1986-01-24 | 日本石油化学株式会社 | 電気絶縁油 |
JPH06101245B2 (ja) * | 1984-08-03 | 1994-12-12 | 日本石油化学株式会社 | 電気絶縁油の製造方法 |
JPS6151704A (ja) * | 1984-08-18 | 1986-03-14 | 日本石油化学株式会社 | 電気絶縁油 |
US4744000A (en) * | 1987-07-29 | 1988-05-10 | Cooper Industries, Inc. | Electrical capacitor having improved dielectric system |
JPH0788319B2 (ja) * | 1987-09-09 | 1995-09-27 | 日本石油化学株式会社 | m−ベンジルトルエンの製造方法 |
JPH0810566B2 (ja) * | 1988-03-09 | 1996-01-31 | 日本石油化学株式会社 | 改良された留分からなる電気絶縁油 |
-
1989
- 1989-03-07 JP JP1054144A patent/JP2794444B2/ja not_active Expired - Fee Related
-
1990
- 1990-03-07 CA CA002028828A patent/CA2028828C/en not_active Expired - Fee Related
- 1990-03-07 WO PCT/JP1990/000295 patent/WO1990010686A1/ja active IP Right Grant
- 1990-03-07 EP EP90904422A patent/EP0417308B1/en not_active Expired - Lifetime
- 1990-03-07 DE DE69022339T patent/DE69022339T2/de not_active Expired - Fee Related
- 1990-03-07 US US07/601,797 patent/US5107395A/en not_active Expired - Fee Related
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3481997A (en) * | 1968-04-25 | 1969-12-02 | Sun Oil Co | Intermolecular condensation of aromatic compounds |
JPS4914320B1 (ja) * | 1969-03-31 | 1974-04-06 | ||
JPS4941634B1 (ja) * | 1970-12-12 | 1974-11-09 | ||
JPS4895599A (ja) * | 1972-03-17 | 1973-12-07 | ||
JPS49135199A (ja) * | 1973-05-04 | 1974-12-26 | ||
GB1579679A (en) * | 1976-07-16 | 1980-11-19 | British Petroleum Co | Electro-erosion process using dielectric liquids |
JPH06116410A (ja) * | 1992-10-02 | 1994-04-26 | Sumitomo Metal Ind Ltd | 熱硬化性樹脂プリプレグ及び積層材 |
JPH06151704A (ja) * | 1992-11-11 | 1994-05-31 | Mitsubishi Electric Corp | 半導体装置及び配置配線装置 |
Also Published As
Publication number | Publication date |
---|---|
DE69022339D1 (de) | 1995-10-19 |
JP2794444B2 (ja) | 1998-09-03 |
CA2028828C (en) | 2000-11-21 |
DE69022339T2 (de) | 1996-05-09 |
EP0417308A4 (en) | 1991-09-25 |
US5107395A (en) | 1992-04-21 |
EP0417308A1 (en) | 1991-03-20 |
JPH02233624A (ja) | 1990-09-17 |
CA2028828A1 (en) | 1990-09-08 |
EP0417308B1 (en) | 1995-09-13 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US6150293A (en) | Preparation of zeolite bound by MFI structure type zeolite and use thereof | |
US4100262A (en) | Synthesis of zeolite ZSM-5 | |
EP1115657B1 (en) | Preparation of high silica zeolites bound by zeolite and use thereof | |
KR20100024956A (ko) | 탄화수소의 전환을 위한 촉매, 이의 제조 방법 및 이의 사용 방법 - Ge 제올라이트 | |
US10471415B2 (en) | High charge density metallophosphate molecular sieves | |
EP1474362A1 (en) | Crystalline aluminosilicate zeolitic composition: uzm-9 | |
KR20100041857A (ko) | 촉매 조성물, 이의 제조법 및 이의 용도 | |
JPH0214286B2 (ja) | ||
US4808295A (en) | Two stage process for the production of a high benzene aromatic product | |
WO2017205091A1 (en) | High charge density metallophosphate molecular sieves | |
CN102858721A (zh) | 制备催化剂载体的方法 | |
WO1990010686A1 (fr) | Procede de production d'huile isolante comprenant du dibenzylbenzene | |
WO2017205243A1 (en) | High charge density metallophosphate molecular sieves | |
US4370219A (en) | Hydrocarbon conversion process employing essentially alumina-free zeolites | |
JPH0546875B2 (ja) | ||
US4982025A (en) | Electrical insulating oil comprising improved fraction | |
EP1250287B1 (en) | Porous inorganic macrostructure materials and process for their preparation | |
EP3433223A1 (en) | Catalyst and process for the production of para-xylene | |
EP0168695B1 (en) | Electrical insulating oil and oil-filled electrical appliances | |
EP0383937B1 (en) | Process for treating by-product oil | |
JPH088008B2 (ja) | 油侵電気機器 | |
JPH01228924A (ja) | 凝固点の低いジアリールアルカン混合物の製造方法 | |
CA1214449A (en) | Silica-modified catalyst and use for selective production of para-dialkyl substituted benzenes | |
JPS63129014A (ja) | オフレタイト構造を有する結晶質ガリオシリケート分子篩およびその製造方法 | |
JPH0938497A (ja) | 芳香族炭化水素変換用触媒及び該変換用触媒を用いた 芳香族炭化水素の変換方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A1 Designated state(s): CA US |
|
AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): AT BE CH DE DK ES FR GB IT LU NL SE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2028828 Country of ref document: CA |
|
WWE | Wipo information: entry into national phase |
Ref document number: 1990904422 Country of ref document: EP |
|
WWP | Wipo information: published in national office |
Ref document number: 1990904422 Country of ref document: EP |
|
WWG | Wipo information: grant in national office |
Ref document number: 1990904422 Country of ref document: EP |
|
ENP | Entry into the national phase |
Ref country code: CA Ref document number: 2028828 Kind code of ref document: A Format of ref document f/p: F |