NO155826B - Roerbuntkabel til bruk under vann. - Google Patents
Roerbuntkabel til bruk under vann. Download PDFInfo
- Publication number
- NO155826B NO155826B NO843991A NO843991A NO155826B NO 155826 B NO155826 B NO 155826B NO 843991 A NO843991 A NO 843991A NO 843991 A NO843991 A NO 843991A NO 155826 B NO155826 B NO 155826B
- Authority
- NO
- Norway
- Prior art keywords
- ether
- mol
- chloro
- phenoxy
- methylenebutyryl
- Prior art date
Links
- -1 1,2-dihydroxyethyl group Chemical group 0.000 claims description 40
- 238000000034 method Methods 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002431 hydrogen Chemical group 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims 1
- 229910052804 chromium Inorganic materials 0.000 claims 1
- 239000011651 chromium Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 33
- 239000000945 filler Substances 0.000 abstract 5
- 230000005540 biological transmission Effects 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 122
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 42
- 239000000203 mixture Substances 0.000 description 37
- 239000000243 solution Substances 0.000 description 34
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 32
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 29
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 27
- 238000006243 chemical reaction Methods 0.000 description 23
- 239000007787 solid Substances 0.000 description 21
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 20
- 238000003756 stirring Methods 0.000 description 19
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 18
- 239000000047 product Substances 0.000 description 17
- 239000007858 starting material Substances 0.000 description 17
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 16
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 15
- 239000011541 reaction mixture Substances 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- LDYTZOXEYBFSEN-UHFFFAOYSA-N 2-[3-chloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid Chemical compound CCC(=C)C(=O)C1=CC=C(OCC(O)=O)C=C1Cl LDYTZOXEYBFSEN-UHFFFAOYSA-N 0.000 description 13
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 13
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 13
- 239000000376 reactant Substances 0.000 description 13
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 11
- 238000009835 boiling Methods 0.000 description 11
- WGLPBDUCMAPZCE-UHFFFAOYSA-N chromium trioxide Inorganic materials O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 11
- 239000010410 layer Substances 0.000 description 11
- 238000002844 melting Methods 0.000 description 11
- 230000008018 melting Effects 0.000 description 11
- 238000010992 reflux Methods 0.000 description 11
- 229960000583 acetic acid Drugs 0.000 description 10
- 238000007792 addition Methods 0.000 description 10
- 238000001914 filtration Methods 0.000 description 10
- 235000017557 sodium bicarbonate Nutrition 0.000 description 10
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- 229930040373 Paraformaldehyde Natural products 0.000 description 9
- 235000011054 acetic acid Nutrition 0.000 description 9
- 229920002866 paraformaldehyde Polymers 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 229910052938 sodium sulfate Inorganic materials 0.000 description 7
- 235000011152 sodium sulphate Nutrition 0.000 description 7
- JHXOVCGVUBEMKM-UHFFFAOYSA-N 1-(2-chloro-4-hydroxyphenyl)butan-1-one Chemical compound CCCC(=O)C1=CC=C(O)C=C1Cl JHXOVCGVUBEMKM-UHFFFAOYSA-N 0.000 description 6
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 6
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 6
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- 239000012259 ether extract Substances 0.000 description 6
- 239000000284 extract Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 150000003335 secondary amines Chemical class 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- XLGFIAPSRLLTRW-UHFFFAOYSA-N 2-[3-chloro-4-(2-methylidenebutanoyl)phenoxy]acetaldehyde Chemical compound ClC=1C=C(OCC=O)C=CC1C(C(CC)=C)=O XLGFIAPSRLLTRW-UHFFFAOYSA-N 0.000 description 5
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 5
- 150000001241 acetals Chemical class 0.000 description 5
- 239000001110 calcium chloride Substances 0.000 description 5
- 229910001628 calcium chloride Inorganic materials 0.000 description 5
- 125000001589 carboacyl group Chemical group 0.000 description 5
- 229960004063 propylene glycol Drugs 0.000 description 5
- 238000001953 recrystallisation Methods 0.000 description 5
- HFEASCCDHUVYKU-UHFFFAOYSA-N 1,2-dichloro-3-methoxybenzene Chemical compound COC1=CC=CC(Cl)=C1Cl HFEASCCDHUVYKU-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000008346 aqueous phase Substances 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 229940117975 chromium trioxide Drugs 0.000 description 4
- GAMDZJFZMJECOS-UHFFFAOYSA-N chromium(6+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Cr+6] GAMDZJFZMJECOS-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- XHFGWHUWQXTGAT-UHFFFAOYSA-N dimethylamine hydrochloride Natural products CNC(C)C XHFGWHUWQXTGAT-UHFFFAOYSA-N 0.000 description 4
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 4
- LRMHFDNWKCSEQU-UHFFFAOYSA-N ethoxyethane;phenol Chemical compound CCOCC.OC1=CC=CC=C1 LRMHFDNWKCSEQU-UHFFFAOYSA-N 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 4
- LCHCTQJIERPZJT-UHFFFAOYSA-N 1-(2,3-dichloro-4-hydroxyphenyl)-2-ethylbutan-1-one Chemical compound C(C)C(C(=O)C1=C(C(=C(C=C1)O)Cl)Cl)CC LCHCTQJIERPZJT-UHFFFAOYSA-N 0.000 description 3
- IOJSCGISNDFIBB-UHFFFAOYSA-N 1-(2-chloro-4-methoxyphenyl)butan-1-one Chemical compound CCCC(=O)C1=CC=C(OC)C=C1Cl IOJSCGISNDFIBB-UHFFFAOYSA-N 0.000 description 3
- HFNNVEVLEMTEGW-UHFFFAOYSA-N 1-[2-chloro-4-(2,3-dihydroxypropoxy)phenyl]butan-1-one Chemical compound ClC=1C=C(OCC(CO)O)C=CC1C(CCC)=O HFNNVEVLEMTEGW-UHFFFAOYSA-N 0.000 description 3
- DYZXQPLWMUFVTP-UHFFFAOYSA-N 1-[2-chloro-4-(2-hydroxyethoxy)phenyl]butan-1-one Chemical compound ClC=1C=C(OCCO)C=CC1C(CCC)=O DYZXQPLWMUFVTP-UHFFFAOYSA-N 0.000 description 3
- YUKILTJWFRTXGB-UHFFFAOYSA-N 1-chloro-3-methoxybenzene Chemical compound COC1=CC=CC(Cl)=C1 YUKILTJWFRTXGB-UHFFFAOYSA-N 0.000 description 3
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000003855 acyl compounds Chemical class 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- LNSMSTGEQHNVRZ-UHFFFAOYSA-N 1-(2,3-dichloro-4-hydroxyphenyl)-2-[(dimethylamino)methyl]butan-1-one hydrochloride Chemical compound Cl.ClC1=C(C=CC(=C1Cl)C(C(CC)CN(C)C)=O)O LNSMSTGEQHNVRZ-UHFFFAOYSA-N 0.000 description 2
- KPFCGBIHCDBFQD-UHFFFAOYSA-N 1-[2-chloro-4-(2,2-diethoxyethoxy)phenyl]butan-1-one Chemical compound C(C)OC(COC1=CC(=C(C=C1)C(CCC)=O)Cl)OCC KPFCGBIHCDBFQD-UHFFFAOYSA-N 0.000 description 2
- SMUKODJVMQOSAB-UHFFFAOYSA-N 2-ethylbutanoyl chloride Chemical compound CCC(CC)C(Cl)=O SMUKODJVMQOSAB-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- DQGYPGRHUCMMBG-UHFFFAOYSA-N COC1=C(C=CC(=C1)Cl)C(CCC)=O Chemical compound COC1=C(C=CC(=C1)Cl)C(CCC)=O DQGYPGRHUCMMBG-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- WIRUZQNBHNAMAB-UHFFFAOYSA-N benzene;cyclohexane Chemical compound C1CCCCC1.C1=CC=CC=C1 WIRUZQNBHNAMAB-UHFFFAOYSA-N 0.000 description 2
- DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 2
- 239000002934 diuretic Substances 0.000 description 2
- 230000001882 diuretic effect Effects 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- AVOLMBLBETYQHX-UHFFFAOYSA-N etacrynic acid Chemical compound CCC(=C)C(=O)C1=CC=C(OCC(O)=O)C(Cl)=C1Cl AVOLMBLBETYQHX-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical group C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- ADFXKUOMJKEIND-UHFFFAOYSA-N 1,3-dicyclohexylurea Chemical compound C1CCCCC1NC(=O)NC1CCCCC1 ADFXKUOMJKEIND-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- NJFFCTTYNCSFBK-UHFFFAOYSA-N 1-(4-chloro-2-hydroxyphenyl)butan-1-one Chemical compound CCCC(=O)C1=CC=C(Cl)C=C1O NJFFCTTYNCSFBK-UHFFFAOYSA-N 0.000 description 1
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 1
- UMPSXRYVXUPCOS-UHFFFAOYSA-N 2,3-dichlorophenol Chemical compound OC1=CC=CC(Cl)=C1Cl UMPSXRYVXUPCOS-UHFFFAOYSA-N 0.000 description 1
- PDQHXCCDRYPJFA-UHFFFAOYSA-N 2-[2,3-dichloro-4-(2-ethylbut-2-enoyl)phenoxy]acetic acid Chemical compound CCC(=CC)C(=O)C1=CC=C(OCC(O)=O)C(Cl)=C1Cl PDQHXCCDRYPJFA-UHFFFAOYSA-N 0.000 description 1
- LILXDMFJXYAKMK-UHFFFAOYSA-N 2-bromo-1,1-diethoxyethane Chemical compound CCOC(CBr)OCC LILXDMFJXYAKMK-UHFFFAOYSA-N 0.000 description 1
- LDLCZOVUSADOIV-UHFFFAOYSA-N 2-bromoethanol Chemical compound OCCBr LDLCZOVUSADOIV-UHFFFAOYSA-N 0.000 description 1
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
- HORNXRXVQWOLPJ-UHFFFAOYSA-N 3-chlorophenol Chemical compound OC1=CC=CC(Cl)=C1 HORNXRXVQWOLPJ-UHFFFAOYSA-N 0.000 description 1
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical class CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 206010019280 Heart failures Diseases 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 150000001243 acetic acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 230000009615 deamination Effects 0.000 description 1
- 238000006481 deamination reaction Methods 0.000 description 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- GWKIZYRKUYSSPX-UHFFFAOYSA-N dihydrido(dioxo)chromium Chemical compound [CrH2](=O)=O GWKIZYRKUYSSPX-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- 229940030606 diuretics Drugs 0.000 description 1
- DQYBDCGIPTYXML-UHFFFAOYSA-N ethoxyethane;hydrate Chemical compound O.CCOCC DQYBDCGIPTYXML-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 150000003944 halohydrins Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 125000004674 methylcarbonyl group Chemical class CC(=O)* 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000008379 phenol ethers Chemical class 0.000 description 1
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical class OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 239000004289 sodium hydrogen sulphite Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Classifications
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16L—PIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL
- F16L9/00—Rigid pipes
- F16L9/18—Double-walled pipes; Multi-channel pipes or pipe assemblies
- F16L9/19—Multi-channel pipes or pipe assemblies
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16L—PIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL
- F16L59/00—Thermal insulation in general
- F16L59/14—Arrangements for the insulation of pipes or pipe systems
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16L—PIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL
- F16L9/00—Rigid pipes
- F16L9/18—Double-walled pipes; Multi-channel pipes or pipe assemblies
Landscapes
- Engineering & Computer Science (AREA)
- General Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Laying Of Electric Cables Or Lines Outside (AREA)
- Insulated Conductors (AREA)
- Communication Cables (AREA)
- Rigid Pipes And Flexible Pipes (AREA)
- Light Guides In General And Applications Therefor (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO843991A NO155826B (no) | 1984-10-04 | 1984-10-04 | Roerbuntkabel til bruk under vann. |
| CA000491198A CA1258038A (en) | 1984-10-04 | 1985-09-20 | Pipeline cable for use under water |
| AU47939/85A AU577621B2 (en) | 1984-10-04 | 1985-09-25 | Multi-conduit underwater pipe |
| CN85107230A CN1008781B (zh) | 1984-10-04 | 1985-09-27 | 用于水下的管道电缆 |
| DK444785A DK160898C (da) | 1984-10-04 | 1985-10-01 | Roerledningskabel til brug under vand |
| DE8585850307T DE3577226D1 (de) | 1984-10-04 | 1985-10-02 | Rohrleitungskabel fuer unterwasserzwecke. |
| EP85850307A EP0177475B1 (de) | 1984-10-04 | 1985-10-02 | Rohrleitungskabel für Unterwasserzwecke |
| ES1985289850U ES289850Y (es) | 1984-10-04 | 1985-10-03 | Cable de conducciones y similares |
| JP60219301A JPS6191804A (ja) | 1984-10-04 | 1985-10-03 | 水中で使用する導管路ケーブル |
| BR8504969A BR8504969A (pt) | 1984-10-04 | 1985-10-04 | Cabo de tubulacao para uso submarino |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO843991A NO155826B (no) | 1984-10-04 | 1984-10-04 | Roerbuntkabel til bruk under vann. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO843991L NO843991L (no) | 1986-04-07 |
| NO155826B true NO155826B (no) | 1987-02-23 |
Family
ID=19887869
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO843991A NO155826B (no) | 1984-10-04 | 1984-10-04 | Roerbuntkabel til bruk under vann. |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0177475B1 (de) |
| JP (1) | JPS6191804A (de) |
| CN (1) | CN1008781B (de) |
| AU (1) | AU577621B2 (de) |
| BR (1) | BR8504969A (de) |
| CA (1) | CA1258038A (de) |
| DE (1) | DE3577226D1 (de) |
| DK (1) | DK160898C (de) |
| ES (1) | ES289850Y (de) |
| NO (1) | NO155826B (de) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0803877A2 (de) * | 1996-04-26 | 1997-10-29 | Norsk Subsea Cable AS | Kabelaufbau |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1328040C (en) * | 1986-07-25 | 1994-03-29 | Carl Gottlieb Langner | Fabricating helical flowline bundles |
| US4979296A (en) * | 1986-07-25 | 1990-12-25 | Shell Oil Company | Method for fabricating helical flowline bundles |
| NL8800894A (nl) * | 1988-04-07 | 1989-11-01 | Smit Offshore Contractors | Werkwijze voor het thermisch isoleren van samengestelde pijpleidingen onder water en aldus geisoleerde pijpleiding. |
| BR8807915A (pt) * | 1988-08-22 | 1991-05-14 | Hex B Group Ltd | Montagem de revestimento de tubo e processo para sua instalacao |
| NO172608C (no) * | 1991-04-25 | 1993-08-11 | Alcatel Stk As | Fleksibel undersjoeisk linje |
| US5390481A (en) * | 1992-02-19 | 1995-02-21 | Shell Oil Company | Carousel assembly of helical tube bundles |
| US5795102A (en) * | 1992-08-12 | 1998-08-18 | Corbishley; Terrence Jeffrey | Marine and submarine apparatus |
| AU5364594A (en) * | 1992-10-26 | 1994-05-24 | Kevin Gendron | Improved offshore umbilical and method of forming an offshore umbilical |
| US5791380A (en) * | 1995-12-12 | 1998-08-11 | Halliburton Company | Methods of forming insulated pipeline bundles |
| EP0974784A1 (de) * | 1998-07-21 | 2000-01-26 | SPF Solartechnik Prüfung Forschung Ingenieurschule Rapperswil ITR | Wärmegedämmte Transport- oder Kreislaufleitung für fluide Medien |
| US6283206B1 (en) * | 1999-07-01 | 2001-09-04 | Kellogg, Brown & Root, Inc. | Gas lift umbilical cable and termination assemblies therefor |
| GB9917733D0 (en) * | 1999-07-28 | 1999-09-29 | Kvaerner Earl & Wright | Thermal insulated pipelines |
| CN101752029B (zh) * | 2008-12-07 | 2012-12-26 | 冼启福 | 一种水材料型电线、电缆 |
| WO2012005638A1 (en) * | 2010-07-06 | 2012-01-12 | Telefonaktiebolaget L M Ericsson (Publ) | Self-supporting cable |
| US9048003B2 (en) | 2010-07-06 | 2015-06-02 | Nkt Cables Group A/S | Self-supporting cable |
| KR20140027252A (ko) | 2011-04-12 | 2014-03-06 | 티코나 엘엘씨 | 송전 케이블용 복합체 코어 |
| CN103501986B (zh) | 2011-04-12 | 2016-06-01 | 提克纳有限责任公司 | 连续纤维增强热塑棒和用于其制造的拉挤方法 |
| EP2697799B1 (de) | 2011-04-12 | 2016-05-25 | Ticona LLC | Versorgungskabel für anwendungen auf dem meeresgrund |
| DE102013012695A1 (de) * | 2013-07-31 | 2015-02-05 | Kme Germany Gmbh & Co. Kg | Verfahren zur Herstellung von ummantelnden Rohren |
| CN105042208B (zh) * | 2015-08-02 | 2018-05-15 | 温州牛牛气动科技有限公司 | 复合管及其成型工艺 |
| CN105351633A (zh) * | 2015-12-03 | 2016-02-24 | 张家港市秀华塑料厂 | 一种水电复合型pvc管 |
| CN106089109B (zh) * | 2016-07-26 | 2019-02-12 | 中国海洋石油集团有限公司 | 一种管束式立管结构组件 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1861324U (de) * | 1960-12-01 | 1962-10-31 | Phoenix Gummiwerke Ag | Schlauchgebilde. |
| US3400737A (en) * | 1966-07-07 | 1968-09-10 | Moore & Co Samuel | Composite tubing product and apparatus for manufacturing the same |
| US3526086A (en) * | 1968-04-12 | 1970-09-01 | North American Rockwell | Multiconduit underwater line |
| US3757824A (en) * | 1972-05-15 | 1973-09-11 | Ge Mo Co | Vacuum tube and connector assembly |
| US4399319A (en) * | 1981-11-18 | 1983-08-16 | Bio-Energy Systems, Inc. | Thermally insulated composite flexible hose |
| DE8320837U1 (de) * | 1983-07-20 | 1983-12-15 | Plascoat U.K. Ltd., Woking, Surrey | Mehrkernschlauch |
-
1984
- 1984-10-04 NO NO843991A patent/NO155826B/no not_active IP Right Cessation
-
1985
- 1985-09-20 CA CA000491198A patent/CA1258038A/en not_active Expired
- 1985-09-25 AU AU47939/85A patent/AU577621B2/en not_active Ceased
- 1985-09-27 CN CN85107230A patent/CN1008781B/zh not_active Expired
- 1985-10-01 DK DK444785A patent/DK160898C/da not_active IP Right Cessation
- 1985-10-02 EP EP85850307A patent/EP0177475B1/de not_active Expired - Lifetime
- 1985-10-02 DE DE8585850307T patent/DE3577226D1/de not_active Expired - Fee Related
- 1985-10-03 JP JP60219301A patent/JPS6191804A/ja active Granted
- 1985-10-03 ES ES1985289850U patent/ES289850Y/es not_active Expired
- 1985-10-04 BR BR8504969A patent/BR8504969A/pt not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0803877A2 (de) * | 1996-04-26 | 1997-10-29 | Norsk Subsea Cable AS | Kabelaufbau |
| EP0803877A3 (de) * | 1996-04-26 | 1998-11-18 | Norsk Subsea Cable AS | Kabelaufbau |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0570884B2 (de) | 1993-10-06 |
| CN1008781B (zh) | 1990-07-11 |
| DK160898C (da) | 1991-10-14 |
| NO843991L (no) | 1986-04-07 |
| DE3577226D1 (de) | 1990-05-23 |
| CN85107230A (zh) | 1986-03-10 |
| AU4793985A (en) | 1986-04-10 |
| JPS6191804A (ja) | 1986-05-09 |
| ES289850U (es) | 1986-03-01 |
| DK160898B (da) | 1991-04-29 |
| DK444785A (da) | 1986-04-05 |
| DK444785D0 (da) | 1985-10-01 |
| ES289850Y (es) | 1986-10-16 |
| EP0177475A3 (en) | 1987-09-09 |
| AU577621B2 (en) | 1988-09-29 |
| BR8504969A (pt) | 1986-07-22 |
| CA1258038A (en) | 1989-08-01 |
| EP0177475B1 (de) | 1990-04-18 |
| EP0177475A2 (de) | 1986-04-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NO155826B (no) | Roerbuntkabel til bruk under vann. | |
| DK143401B (da) | Fremgangsmaade til fremstilling af 3-substituerede 6a,10a-trans-1-hydroxy-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro-9h-dibenzo-(b,d) pyran-9-oner | |
| EP0071368B1 (de) | Imidazolinderivate | |
| DE2256004A1 (de) | Substituierte benzofurane | |
| US3772363A (en) | 3,4,10-trioxo octahydroanthracene-2-aminoacetic acids and derivatives thereof | |
| US3957824A (en) | 4-hydroxycoumarins | |
| DE2514389A1 (de) | 6-oxo-7-substituiert-6h-indeno- (5,4-b)-furan(und thiophen)carbonsaeuren | |
| NO155168B (no) | Galvanisk element, spesielt metall-luft-celle. | |
| IL40861A (en) | History of theapine and oxapine and their preparation | |
| EP0106800A1 (de) | Furane | |
| NO832146L (no) | Fremgangsmaate ved fremstilling av oxazoleddiksyrederivater | |
| US4022805A (en) | 8-Halo-dibenzofuran-3-acetic acids and certain esters thereof | |
| US3803180A (en) | Tricyclic compounds | |
| EP0374886A2 (de) | Antiretrovirale Ketofurane | |
| US3641153A (en) | N-oxides of aminoalkylene-dibenzo(a d)cycloheptenes and the salts thereof | |
| US4219657A (en) | Dibenzothiophenes | |
| Gronowitz et al. | Base-catalyzed reaction of some methyl nitrothiophenes with aldehydes. Unexpected cyclobutane formation | |
| US3931288A (en) | Alkyl esters of 4-chlorophenoxy-4-oxo-cycloalkyl-carboxylic acid | |
| US3917654A (en) | Anti-inflammatory substituted benzofuran | |
| US3317591A (en) | Preparation of[4-(2-alkylidenealkanoyl)phenoxy]-alkanoic acid by oxidation | |
| Traynelis et al. | Seven-membered heterocycles. IV. 5-Hydroxy-2-chloro-4, 5-dihydro-1-benzothiepin system | |
| US3499037A (en) | Preparation of trifluoromethyl substituted dibenzocycloheptenes | |
| US3359263A (en) | Nu-substituted-1-phenyl-2-aminopropanes | |
| Lee | Synthesis of the mangostins | |
| US3306934A (en) | 5-(aminopropylidene)-and 5-hydroxy-5-(aminopropyl)-3-dialkylsulfamoyl-5h-dibenzo[a,d] cycloheptenes |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |