JPS60161991A - アセチルリン酸塩の製造法 - Google Patents

アセチルリン酸塩の製造法

Info

Publication number: JPS60161991A
Authority: JP; Japan
Prior art keywords: mol; phosphate; reaction; lithium; salt
Prior art date: 1984-02-01
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

Application number

JP1684384A

Other languages

English (en)

Japanese (ja)

Other versions

JPH048431B2 (cs

Inventor

Yoichiro Ueda

陽一郎上田

Teruo Otomo

大友　輝雄

Kiyokazu Morisawa

森沢　清数

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Daicel Corp

Original Assignee

Daicel Chemical Industries Ltd

Priority date (The priority date 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 date listed.)

1984-02-01

Filing date

1984-02-01

Publication date

1985-08-23

1984-02-01 Application filed by Daicel Chemical Industries Ltd filed Critical Daicel Chemical Industries Ltd

1984-02-01 Priority to JP1684384A priority Critical patent/JPS60161991A/ja

1985-01-16 Priority to EP19850100392 priority patent/EP0153571B1/en

1985-01-16 Priority to DE8585100392T priority patent/DE3569530D1/de

1985-08-23 Publication of JPS60161991A publication Critical patent/JPS60161991A/ja

1992-02-17 Publication of JPH048431B2 publication Critical patent/JPH048431B2/ja

Status Granted legal-status Critical Current

Links

LIPOUNRJVLNBCD-UHFFFAOYSA-N acetyl dihydrogen phosphate Chemical compound CC(=O)OP(O)(O)=O LIPOUNRJVLNBCD-UHFFFAOYSA-N 0.000 title claims abstract description 40
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 105
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims abstract description 100
150000003839 salts Chemical class 0.000 claims abstract description 22
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 claims abstract description 10
239000012429 reaction media Substances 0.000 claims abstract description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 39
229910000147 aluminium phosphate Inorganic materials 0.000 claims description 16
150000002642 lithium compounds Chemical class 0.000 claims description 11
239000011734 sodium Substances 0.000 claims description 8
229910052708 sodium Inorganic materials 0.000 claims description 6
238000004519 manufacturing process Methods 0.000 claims description 5
229910052744 lithium Inorganic materials 0.000 claims description 4
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 4
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract description 20
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 abstract description 18
238000006640 acetylation reaction Methods 0.000 abstract description 16
238000000034 method Methods 0.000 abstract description 16
239000002994 raw material Substances 0.000 abstract description 15
229910019142 PO4 Inorganic materials 0.000 abstract description 12
239000002244 precipitate Substances 0.000 abstract description 11
239000010452 phosphate Substances 0.000 abstract description 9
238000000926 separation method Methods 0.000 abstract description 8
LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 abstract description 7
XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical compound [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 abstract description 6
230000021736 acetylation Effects 0.000 abstract description 5
230000000397 acetylating effect Effects 0.000 abstract description 2
230000001376 precipitating effect Effects 0.000 abstract description 2
150000001875 compounds Chemical class 0.000 abstract 4
229910000160 potassium phosphate Inorganic materials 0.000 abstract 3
235000011009 potassium phosphates Nutrition 0.000 abstract 3
239000001488 sodium phosphate Substances 0.000 abstract 3
229910000162 sodium phosphate Inorganic materials 0.000 abstract 3
238000006243 chemical reaction Methods 0.000 description 28
239000000203 mixture Substances 0.000 description 23
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
239000011541 reaction mixture Substances 0.000 description 18
239000000243 solution Substances 0.000 description 18
235000011007 phosphoric acid Nutrition 0.000 description 17
238000003756 stirring Methods 0.000 description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
238000004811 liquid chromatography Methods 0.000 description 12
XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 description 11
229910052808 lithium carbonate Inorganic materials 0.000 description 11
229910003002 lithium salt Inorganic materials 0.000 description 11
159000000002 lithium salts Chemical class 0.000 description 11
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 9
235000021317 phosphate Nutrition 0.000 description 9
238000001556 precipitation Methods 0.000 description 8
239000000047 product Substances 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
XLLNINGEDIOQGQ-UHFFFAOYSA-N [acetyloxy(hydroxy)phosphoryl] acetate Chemical compound CC(=O)OP(O)(=O)OC(C)=O XLLNINGEDIOQGQ-UHFFFAOYSA-N 0.000 description 6
239000002609 medium Substances 0.000 description 6
SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 6
230000035484 reaction time Effects 0.000 description 6
239000002253 acid Substances 0.000 description 4
239000003153 chemical reaction reagent Substances 0.000 description 4
-1 dilithium salts Chemical class 0.000 description 4
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
229910000029 sodium carbonate Inorganic materials 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
238000001816 cooling Methods 0.000 description 3
238000006389 diacetylation reaction Methods 0.000 description 3
SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical class [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 description 3
239000012456 homogeneous solution Substances 0.000 description 3
239000005457 ice water Substances 0.000 description 3
235000011056 potassium acetate Nutrition 0.000 description 3
239000011644 potassium salts of orthophosphoric acid Substances 0.000 description 3
235000019858 potassium salts of orthophosphoric acid Nutrition 0.000 description 3
239000000843 powder Substances 0.000 description 3
159000000000 sodium salts Chemical class 0.000 description 3
239000002904 solvent Substances 0.000 description 3
ZKHQWZAMYRWXGA-KQYNXXCUSA-J ATP(4-) Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-J 0.000 description 2
108010092060 Acetate kinase Proteins 0.000 description 2
ZKHQWZAMYRWXGA-UHFFFAOYSA-N Adenosine triphosphate Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C(O)C1O ZKHQWZAMYRWXGA-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 2
HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 2
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
239000012345 acetylating agent Substances 0.000 description 2
150000003863 ammonium salts Chemical class 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
GOBPXJGOJYUOAF-UHFFFAOYSA-L dilithium;acetyl phosphate Chemical compound [Li+].[Li+].CC(=O)OP([O-])([O-])=O GOBPXJGOJYUOAF-UHFFFAOYSA-L 0.000 description 2
238000006911 enzymatic reaction Methods 0.000 description 2
238000001952 enzyme assay Methods 0.000 description 2
KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
229910001416 lithium ion Inorganic materials 0.000 description 2
GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium;hydroxide;hydrate Chemical compound [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 description 2
230000014759 maintenance of location Effects 0.000 description 2
150000004682 monohydrates Chemical class 0.000 description 2
238000006386 neutralization reaction Methods 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
235000015497 potassium bicarbonate Nutrition 0.000 description 2
229910000028 potassium bicarbonate Inorganic materials 0.000 description 2
239000011736 potassium bicarbonate Substances 0.000 description 2
229910000027 potassium carbonate Inorganic materials 0.000 description 2
235000011181 potassium carbonates Nutrition 0.000 description 2
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 2
159000000001 potassium salts Chemical class 0.000 description 2
239000002002 slurry Substances 0.000 description 2
239000001632 sodium acetate Substances 0.000 description 2
235000017281 sodium acetate Nutrition 0.000 description 2
239000011643 sodium salts of orthophosphoric acid Substances 0.000 description 2
235000019857 sodium salts of orthophosphoric acid Nutrition 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000004071 soot Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
239000000052 vinegar Substances 0.000 description 2
235000021419 vinegar Nutrition 0.000 description 2
QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
RUKCJUBTRDGPCC-UHFFFAOYSA-N acetic acid;acetyl acetate Chemical compound CC(O)=O.CC(=O)OC(C)=O RUKCJUBTRDGPCC-UHFFFAOYSA-N 0.000 description 1
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
238000010420 art technique Methods 0.000 description 1
238000000889 atomisation Methods 0.000 description 1
CBHOOMGKXCMKIR-UHFFFAOYSA-N azane;methanol Chemical compound N.OC CBHOOMGKXCMKIR-UHFFFAOYSA-N 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
150000004691 decahydrates Chemical class 0.000 description 1
239000012024 dehydrating agents‎ Substances 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-M dihydrogenphosphate Chemical compound OP(O)([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-M 0.000 description 1
150000002009 diols Chemical class 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000007824 enzymatic assay Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
150000002641 lithium Chemical class 0.000 description 1
OBTSLRFPKIKXSZ-UHFFFAOYSA-N lithium potassium Chemical class [Li].[K] OBTSLRFPKIKXSZ-UHFFFAOYSA-N 0.000 description 1
RLQMPLKXFIXRCV-UHFFFAOYSA-L lithium;potassium;acetyl phosphate Chemical compound [Li+].[K+].CC(=O)OP([O-])([O-])=O RLQMPLKXFIXRCV-UHFFFAOYSA-L 0.000 description 1
239000012046 mixed solvent Substances 0.000 description 1
235000019837 monoammonium phosphate Nutrition 0.000 description 1
235000019796 monopotassium phosphate Nutrition 0.000 description 1
235000019799 monosodium phosphate Nutrition 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
150000003016 phosphoric acids Chemical class 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical class [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 1
229910001414 potassium ion Inorganic materials 0.000 description 1
CASUWPDYGGAUQV-UHFFFAOYSA-M potassium;methanol;hydroxide Chemical compound [OH-].[K+].OC CASUWPDYGGAUQV-UHFFFAOYSA-M 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000000344 soap Substances 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910001415 sodium ion Inorganic materials 0.000 description 1
GRONZTPUWOOUFQ-UHFFFAOYSA-M sodium;methanol;hydroxide Chemical compound [OH-].[Na+].OC GRONZTPUWOOUFQ-UHFFFAOYSA-M 0.000 description 1
238000003797 solvolysis reaction Methods 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
239000000758 substrate Substances 0.000 description 1
238000000967 suction filtration Methods 0.000 description 1
150000004684 trihydrates Chemical class 0.000 description 1
RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
238000005406 washing Methods 0.000 description 1

JP1684384A 1984-02-01 1984-02-01 アセチルリン酸塩の製造法 Granted JPS60161991A (ja)

Priority Applications (3)

Application Number	Priority Date	Filing Date	Title
JP1684384A JPS60161991A (ja)	1984-02-01	1984-02-01	アセチルリン酸塩の製造法
EP19850100392 EP0153571B1 (en)	1984-02-01	1985-01-16	Process for preparing solid acetyl phosphate salt
DE8585100392T DE3569530D1 (en)	1984-02-01	1985-01-16	Process for preparing solid acetyl phosphate salt

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP1684384A JPS60161991A (ja)	1984-02-01	1984-02-01	アセチルリン酸塩の製造法

Publications (2)

Publication Number	Publication Date
JPS60161991A true JPS60161991A (ja)	1985-08-23
JPH048431B2 JPH048431B2 (cs)	1992-02-17

Family

ID=11927485

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP1684384A Granted JPS60161991A (ja)	1984-02-01	1984-02-01	アセチルリン酸塩の製造法

Country Status (1)

Country	Link
JP (1)	JPS60161991A (cs)

1984
- 1984-02-01 JP JP1684384A patent/JPS60161991A/ja active Granted

Also Published As

Publication number	Publication date
JPH048431B2 (cs)	1992-02-17

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US5728359A (en)	1998-03-17	Method for the preparation of sodium ammonium phosphate
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US4753757A (en)	1988-06-28	Process for preparing solid acetyl phosphate salt
EP0153571B1 (en)	1989-04-19	Process for preparing solid acetyl phosphate salt
JPH049796B2 (cs)	1992-02-21
JPH04298243A (ja)	1992-10-22	スルホン化プロピルフェニルホスフィン、その製造方法および使用方法
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