NO118493B - - Google Patents
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- Publication number
- NO118493B NO118493B NO16245266A NO16245266A NO118493B NO 118493 B NO118493 B NO 118493B NO 16245266 A NO16245266 A NO 16245266A NO 16245266 A NO16245266 A NO 16245266A NO 118493 B NO118493 B NO 118493B
- Authority
- NO
- Norway
- Prior art keywords
- ester
- mixture
- treatment agent
- stated
- treated
- Prior art date
Links
- 150000002148 esters Chemical class 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 238000010438 heat treatment Methods 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 13
- 238000011282 treatment Methods 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 230000032050 esterification Effects 0.000 claims description 8
- 238000005886 esterification reaction Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 239000012670 alkaline solution Substances 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- 150000001447 alkali salts Chemical class 0.000 claims 1
- 238000011328 necessary treatment Methods 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 230000000087 stabilizing effect Effects 0.000 claims 1
- 238000012360 testing method Methods 0.000 description 23
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 12
- 239000004014 plasticizer Substances 0.000 description 12
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 229910000029 sodium carbonate Inorganic materials 0.000 description 8
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 238000006386 neutralization reaction Methods 0.000 description 5
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- 238000002845 discoloration Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000013112 stability test Methods 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 238000010908 decantation Methods 0.000 description 2
- 229960002380 dibutyl phthalate Drugs 0.000 description 2
- 230000009931 harmful effect Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 229910021653 sulphate ion Inorganic materials 0.000 description 2
- WPMUZECMAFLDQO-UHFFFAOYSA-N 2-[2-(2-hexanoyloxyethoxy)ethoxy]ethyl hexanoate Chemical compound CCCCCC(=O)OCCOCCOCCOC(=O)CCCCC WPMUZECMAFLDQO-UHFFFAOYSA-N 0.000 description 1
- IHLDEDLAZNFOJB-UHFFFAOYSA-N 6-octoxy-6-oxohexanoic acid Chemical compound CCCCCCCCOC(=O)CCCCC(O)=O IHLDEDLAZNFOJB-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- MURWRBWZIMXKGC-UHFFFAOYSA-N Phthalsaeure-butylester-octylester Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC MURWRBWZIMXKGC-UHFFFAOYSA-N 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001279 adipic acids Chemical class 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- DROMNWUQASBTFM-UHFFFAOYSA-N dinonyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCC DROMNWUQASBTFM-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/06—Peri-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Central Air Conditioning (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US44576265A | 1965-04-05 | 1965-04-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO118493B true NO118493B (zh) | 1970-01-05 |
Family
ID=23770102
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO16245066A NO121495B (zh) | 1965-04-05 | 1966-04-04 | |
| NO16245266A NO118493B (zh) | 1965-04-05 | 1966-04-04 | |
| NO162451A NO118492B (zh) | 1965-04-05 | 1966-04-04 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO16245066A NO121495B (zh) | 1965-04-05 | 1966-04-04 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO162451A NO118492B (zh) | 1965-04-05 | 1966-04-04 |
Country Status (12)
| Country | Link |
|---|---|
| AT (3) | AT265297B (zh) |
| BE (3) | BE679046A (zh) |
| CH (3) | CH483432A (zh) |
| DE (3) | DE1695066A1 (zh) |
| DK (3) | DK119504B (zh) |
| ES (5) | ES325109A1 (zh) |
| FR (1) | FR5595M (zh) |
| GB (3) | GB1144881A (zh) |
| IL (3) | IL25525A (zh) |
| NL (3) | NL6604483A (zh) |
| NO (3) | NO121495B (zh) |
| SE (6) | SE323688B (zh) |
-
1966
- 1966-04-04 ES ES0325109A patent/ES325109A1/es not_active Expired
- 1966-04-04 DK DK174666A patent/DK119504B/da unknown
- 1966-04-04 NL NL6604483A patent/NL6604483A/xx unknown
- 1966-04-04 DK DK174766A patent/DK119313B/da unknown
- 1966-04-04 NO NO16245066A patent/NO121495B/no unknown
- 1966-04-04 IL IL2552566A patent/IL25525A/en unknown
- 1966-04-04 SE SE448566A patent/SE323688B/xx unknown
- 1966-04-04 DE DE19661695066 patent/DE1695066A1/de active Pending
- 1966-04-04 DE DE19661695064 patent/DE1695064A1/de active Pending
- 1966-04-04 NO NO16245266A patent/NO118493B/no unknown
- 1966-04-04 ES ES0325113A patent/ES325113A1/es not_active Expired
- 1966-04-04 ES ES0325112A patent/ES325112A1/es not_active Expired
- 1966-04-04 SE SE242470A patent/SE350263B/xx unknown
- 1966-04-04 NL NL6604484A patent/NL6604484A/xx unknown
- 1966-04-04 SE SE448666A patent/SE317387B/xx unknown
- 1966-04-04 SE SE1195568A patent/SE318284B/xx unknown
- 1966-04-04 DE DE19661695065 patent/DE1695065A1/de active Pending
- 1966-04-04 GB GB1476466A patent/GB1144881A/en not_active Expired
- 1966-04-04 DK DK174866A patent/DK120240B/da unknown
- 1966-04-04 IL IL2552466A patent/IL25524A/en unknown
- 1966-04-04 ES ES0325110A patent/ES325110A1/es not_active Expired
- 1966-04-04 NL NL6604482A patent/NL6604482A/xx unknown
- 1966-04-04 GB GB1476366A patent/GB1138242A/en not_active Expired
- 1966-04-04 GB GB1476266A patent/GB1138753A/en not_active Expired
- 1966-04-04 IL IL2552666A patent/IL25526A/xx unknown
- 1966-04-04 SE SE448766A patent/SE323689B/xx unknown
- 1966-04-04 ES ES0325111A patent/ES325111A1/es not_active Expired
- 1966-04-04 AT AT318566A patent/AT265297B/de active
- 1966-04-04 NO NO162451A patent/NO118492B/no unknown
- 1966-04-04 AT AT318366A patent/AT264530B/de active
- 1966-04-04 AT AT318466A patent/AT259568B/de active
- 1966-04-05 CH CH486066A patent/CH483432A/de not_active IP Right Cessation
- 1966-04-05 BE BE679046D patent/BE679046A/xx unknown
- 1966-04-05 BE BE679047D patent/BE679047A/xx unknown
- 1966-04-05 BE BE679045D patent/BE679045A/xx unknown
- 1966-04-05 CH CH486166A patent/CH475994A/de not_active IP Right Cessation
- 1966-04-05 CH CH486266A patent/CH481122A/de not_active IP Right Cessation
- 1966-07-04 FR FR68073A patent/FR5595M/fr not_active Expired
-
1970
- 1970-02-25 SE SE02423/70A patent/SE350262B/xx unknown
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