JPS60215648A - ６，６′−（エチレンジオキシ）−ジ−２−ナフト工酸，その誘導体及びそれらの製造法 - Google Patents
６，６′−（エチレンジオキシ）−ジ−２−ナフト工酸，その誘導体及びそれらの製造法Info
- Publication number
- JPS60215648A JPS60215648A JP7180584A JP7180584A JPS60215648A JP S60215648 A JPS60215648 A JP S60215648A JP 7180584 A JP7180584 A JP 7180584A JP 7180584 A JP7180584 A JP 7180584A JP S60215648 A JPS60215648 A JP S60215648A
- Authority
- JP
- Japan
- Prior art keywords
- ethylenedioxy
- naphthoic acid
- acid
- ester
- derivative
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- IUJMPBDJRAXYCK-UHFFFAOYSA-N 6-[2-(6-carboxynaphthalen-2-yl)oxyethoxy]naphthalene-2-carboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(OCCOC3=CC4=CC=C(C=C4C=C3)C(=O)O)=CC=C21 IUJMPBDJRAXYCK-UHFFFAOYSA-N 0.000 title abstract description 5
- 238000002360 preparation method Methods 0.000 title abstract 2
- -1 Ethyl 6,6'-(ethylenedioxy)-di-2-naphthoate Chemical compound 0.000 claims abstract description 22
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 3
- 239000002253 acid Substances 0.000 claims description 20
- 238000004519 manufacturing process Methods 0.000 claims description 6
- KAUQJMHLAFIZDU-UHFFFAOYSA-N 6-Hydroxy-2-naphthoic acid Chemical compound C1=C(O)C=CC2=CC(C(=O)O)=CC=C21 KAUQJMHLAFIZDU-UHFFFAOYSA-N 0.000 claims 1
- 235000013557 nattō Nutrition 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract description 13
- 239000002994 raw material Substances 0.000 abstract description 7
- 229920000728 polyester Polymers 0.000 abstract description 5
- 239000002904 solvent Substances 0.000 abstract description 5
- 125000003118 aryl group Chemical group 0.000 abstract description 3
- 125000000217 alkyl group Chemical group 0.000 abstract description 2
- 239000004760 aramid Substances 0.000 abstract description 2
- 229920003235 aromatic polyamide Polymers 0.000 abstract description 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract description 2
- 229910052736 halogen Inorganic materials 0.000 abstract description 2
- 150000002367 halogens Chemical class 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 abstract description 2
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 238000000921 elemental analysis Methods 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- 230000008018 melting Effects 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 2
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 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 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000004494 ethyl ester group Chemical class 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229920001059 synthetic polymer Polymers 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- HGUFODBRKLSHSI-UHFFFAOYSA-N 2,3,7,8-tetrachloro-dibenzo-p-dioxin Chemical compound O1C2=CC(Cl)=C(Cl)C=C2OC2=C1C=C(Cl)C(Cl)=C2 HGUFODBRKLSHSI-UHFFFAOYSA-N 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- JFRMHBDCAWOSLR-UHFFFAOYSA-N cyclohexyl naphthalene-2-carboxylate Chemical compound C=1C=C2C=CC=CC2=CC=1C(=O)OC1CCCCC1 JFRMHBDCAWOSLR-UHFFFAOYSA-N 0.000 description 1
- HEDRZPFGACZZDS-MICDWDOJSA-N deuterated chloroform Substances [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyamides (AREA)
- Polyesters Or Polycarbonates (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7180584A JPS60215648A (ja) | 1984-04-12 | 1984-04-12 | ６，６′−（エチレンジオキシ）−ジ−２−ナフト工酸，その誘導体及びそれらの製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7180584A JPS60215648A (ja) | 1984-04-12 | 1984-04-12 | ６，６′−（エチレンジオキシ）−ジ−２−ナフト工酸，その誘導体及びそれらの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60215648A true JPS60215648A (ja) | 1985-10-29 |
| JPH0116819B2 JPH0116819B2 (enrdf_load_stackoverflow) | 1989-03-27 |
Family
ID=13471146
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7180584A Granted JPS60215648A (ja) | 1984-04-12 | 1984-04-12 | ６，６′−（エチレンジオキシ）−ジ−２−ナフト工酸，その誘導体及びそれらの製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60215648A (enrdf_load_stackoverflow) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000068178A1 (fr) * | 1999-05-07 | 2000-11-16 | Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo | Nouveaux composés |
| EP1103573A4 (en) * | 1999-05-07 | 2002-11-05 | Ueno Seiyaku Oyo Kenkyujo Kk | LIQUID CRYSTAL POLYMER |
| JP2005162746A (ja) * | 2003-11-12 | 2005-06-23 | Sumitomo Chemical Co Ltd | カルボン酸化合物、該カルボン酸化合物から得られるエポキシ化合物およびエポキシ樹脂硬化物 |
| WO2005058791A1 (ja) * | 2003-11-12 | 2005-06-30 | Sumitomo Chemical Company, Limited | カルボン酸化合物、該カルボン酸化合物から得られるエポキシ化合物およびエポキシ樹脂硬化物 |
| JP2009120541A (ja) * | 2007-11-15 | 2009-06-04 | Ueno Fine Chem Ind Ltd | ６，６’−（エチレンジオキシ）ビス−２−ナフトエ酸の精製方法 |
| JP2009137867A (ja) * | 2007-12-05 | 2009-06-25 | Ueno Fine Chem Ind Ltd | ６，６’−（エチレンジオキシ）ビス−２−ナフトエ酸の精製方法 |
| JP2009137866A (ja) * | 2007-12-05 | 2009-06-25 | Ueno Fine Chem Ind Ltd | ６，６’−（エチレンジオキシ）ビス−２−ナフトエ酸の製造方法 |
| JP2009155230A (ja) * | 2007-12-25 | 2009-07-16 | Ueno Fine Chem Ind Ltd | ６−ヒドロキシ−２−ナフトエ酸再生品の製造方法 |
| JP2009155231A (ja) * | 2007-12-25 | 2009-07-16 | Ueno Fine Chem Ind Ltd | ６−ヒドロキシ−２−ナフトエ酸の回収方法 |
| WO2010038737A1 (ja) * | 2008-10-02 | 2010-04-08 | 日産化学工業株式会社 | ６，６′－（アルキレンジオキシ）ジ－２－ナフトエ酸ジエステル化合物の製造方法 |
| JP5960839B2 (ja) * | 2012-11-15 | 2016-08-02 | 帝人株式会社 | ６，６’−（エチレンジオキシ）ジ−２−ナフトエ酸ジエステルの製造方法 |
-
1984
- 1984-04-12 JP JP7180584A patent/JPS60215648A/ja active Granted
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4519326B2 (ja) * | 1999-05-07 | 2010-08-04 | 上野製薬株式会社 | 新規化合物 |
| US6284924B1 (en) | 1999-05-07 | 2001-09-04 | Kabushiki Kaisha Ueno Seiyaku Oyo Kenkujo | Compounds |
| EP1103573A4 (en) * | 1999-05-07 | 2002-11-05 | Ueno Seiyaku Oyo Kenkyujo Kk | LIQUID CRYSTAL POLYMER |
| WO2000068178A1 (fr) * | 1999-05-07 | 2000-11-16 | Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo | Nouveaux composés |
| JP2005162746A (ja) * | 2003-11-12 | 2005-06-23 | Sumitomo Chemical Co Ltd | カルボン酸化合物、該カルボン酸化合物から得られるエポキシ化合物およびエポキシ樹脂硬化物 |
| WO2005058791A1 (ja) * | 2003-11-12 | 2005-06-30 | Sumitomo Chemical Company, Limited | カルボン酸化合物、該カルボン酸化合物から得られるエポキシ化合物およびエポキシ樹脂硬化物 |
| JP2009120541A (ja) * | 2007-11-15 | 2009-06-04 | Ueno Fine Chem Ind Ltd | ６，６’−（エチレンジオキシ）ビス−２−ナフトエ酸の精製方法 |
| JP2009137867A (ja) * | 2007-12-05 | 2009-06-25 | Ueno Fine Chem Ind Ltd | ６，６’−（エチレンジオキシ）ビス−２−ナフトエ酸の精製方法 |
| JP2009137866A (ja) * | 2007-12-05 | 2009-06-25 | Ueno Fine Chem Ind Ltd | ６，６’−（エチレンジオキシ）ビス−２−ナフトエ酸の製造方法 |
| JP2009155230A (ja) * | 2007-12-25 | 2009-07-16 | Ueno Fine Chem Ind Ltd | ６−ヒドロキシ−２−ナフトエ酸再生品の製造方法 |
| JP2009155231A (ja) * | 2007-12-25 | 2009-07-16 | Ueno Fine Chem Ind Ltd | ６−ヒドロキシ−２−ナフトエ酸の回収方法 |
| WO2010038737A1 (ja) * | 2008-10-02 | 2010-04-08 | 日産化学工業株式会社 | ６，６′－（アルキレンジオキシ）ジ－２－ナフトエ酸ジエステル化合物の製造方法 |
| JP5960839B2 (ja) * | 2012-11-15 | 2016-08-02 | 帝人株式会社 | ６，６’−（エチレンジオキシ）ジ−２−ナフトエ酸ジエステルの製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0116819B2 (enrdf_load_stackoverflow) | 1989-03-27 |
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