JP2001089487A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2001089487A5 JP2001089487A5 JP1999268025A JP26802599A JP2001089487A5 JP 2001089487 A5 JP2001089487 A5 JP 2001089487A5 JP 1999268025 A JP1999268025 A JP 1999268025A JP 26802599 A JP26802599 A JP 26802599A JP 2001089487 A5 JP2001089487 A5 JP 2001089487A5
- Authority
- JP
- Japan
- Prior art keywords
- anion
- chemical formula
- compound
- phosphazenium salt
- phosphazenium
- 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
- 150000003839 salts Chemical class 0.000 description 9
- 239000011780 sodium chloride Substances 0.000 description 9
- -1 alkoxy anion Chemical class 0.000 description 8
- 239000000126 substance Substances 0.000 description 5
- 125000004432 carbon atoms Chemical group C* 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxyl anion Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 3
- 239000012046 mixed solvent Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 150000007514 bases Chemical class 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N n-butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- CHDFNIZLAAFFPX-UHFFFAOYSA-N ethoxyethane;oxolane Chemical compound CCOCC.C1CCOC1 CHDFNIZLAAFFPX-UHFFFAOYSA-N 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910001412 inorganic anion Inorganic materials 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N precursor Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propanol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
Description
【請求項３】 塩基性化合物と無機アニオンの塩を分離した後、反応溶液にホスファゼニウムカチオンに対して、少なくとも等モルの水を添加することを特徴とする請求項１記載のホスファゼニウム塩の製造方法。 3. The phosphazenium salt according to claim 1, wherein after the salt of the basic compound and the inorganic anion is separated, at least an equimolar amount of water is added to the reaction solution with respect to the phosphazenium cation. Manufacturing method.
【請求項５】 塩基性化合物が、アルカリ金属水酸化物、アルカリ土類金属水酸化物、第４級アンモニウム類の水酸化物、及び、これらの水酸化物と炭素数１〜４の脂肪族アルコールのアルコキシドから選ばれた少なくとも１種の化合物であることを特徴する請求項１記載のホスファゼニウム塩の製造方法。 5. The basic compound is an alkali metal hydroxide , an alkaline earth metal hydroxide, a quaternary ammonium hydroxide, or a mixture of these hydroxides and an aliphatic having 1 to 4 carbon atoms. The method for producing a phosphazenium salt according to claim 1, wherein the compound is at least one compound selected from alkoxides of alcohols .
【請求項７】 反応温度が５〜１８０℃であることを特徴とする請求項１記載のホスファゼニウム塩の製造方法。 7. The method for producing a phosphazenium salt according to claim 1, wherein the reaction temperature is 5 to 180 ° C.
更に、Ｑ-はヒドロキシアニオン、炭素数１〜４のアルコキシアニオン、又はこれらの混在を表す。炭素数１〜４のアルコキシアニオンは、例えば、メタノール、エタノール、ｎ−プロパノール、イソプロパノール、ｎ−ブタノール等の脂肪族アルコール類から導かれる。アルコキシアニオンとして、好ましくはメトキシ、エトキシ、ｎ−プロポキシであり、最も好ましくはメトキシ、エトキシである。Ｑ-は、ヒドロキシアニオン、及び、炭素数１〜４のアルコキシアニオンから選ばれる少なくとも１種の形態であり、これらのアニオンの存在比は、特に限定されるものではない。ホスファゼニウム塩を合成する反応系によりＱ-の形態が決定される。ホスファゼニウム塩を製造する際に用いる有機溶媒の組成にもよるが、ヒドロキシアニオンと該アルコキシアニオンとのモル比は、９９．９９／０．０１〜０．０１／９９．９９である。 Q − represents a hydroxy anion, an alkoxy anion having 1 to 4 carbon atoms, or a mixture thereof. The alkoxy anion having 1 to 4 carbon atoms is derived from aliphatic alcohols such as methanol, ethanol, n-propanol, isopropanol and n-butanol. The alkoxy anion is preferably methoxy, ethoxy, n-propoxy, and most preferably methoxy, ethoxy. Q - is at least one form selected from a hydroxy anion and an alkoxy anion having 1 to 4 carbon atoms, and the abundance ratio of these anions is not particularly limited. Form is determined - Q by reaction system for synthesizing a phosphazenium salt. The molar ratio between the hydroxy anion and the alkoxy anion is from 99.99 / 0.01 to 0.01 / 99.99, depending on the composition of the organic solvent used when producing the phosphazenium salt.
次に、化学式（２）のホスファゼニウム塩の前駆体となる化学式（１）で表されるホスファゼニウム塩について説明する。化学式（１）のホスファゼニウム塩についても、化学式（２）と同様、特開平１０−７７２８９号公報記載（該公報中の化学式（５）に該当する）の化合物と同一である。また、その製造方法については、特開平１０−７７２８９号公報（第１３頁第２４欄１２行〜第１４頁第２６欄２７行）記載の方法と同じである。更に、化学式（１）中の、ａ、ｂ、ｃ、ｄ、及び、Ｒについては、化学式（２）の説明で述べたものと同じである。 Next, represented by the formula is a precursor of the phosphazenium salt of the formula (2) (1) will be described sulfo Sufazeniumu salt. Similarly to the chemical formula (2), the phosphazenium salt of the chemical formula (1) is the same as the compound described in JP-A-10-77289 (corresponding to the chemical formula (5) in the publication). The production method is the same as the method described in JP-A-10-77289 (page 13, column 24, line 12 to page 14, column 26, line 27). Further, a, b, c, d, and R in the chemical formula (1) are the same as those described in the description of the chemical formula (2).
Ｐ５Ｃｌ（Ｆｌｕｋａ社製）３１．０２ｇ（４０ｍｍｏｌ）を２００ｍｌの５０重量％のメタノール−水の混合溶媒に溶解させて、０．２ｍｏｌ／ｌの溶液を調製した。この溶液を、室温にて、１４０ｍｌの水酸基型に交換した陰イオン交換樹脂（バイエル社製、商品名；レバチットＭＰ５００）を充填したカラム（直径２０ｍｍ、高さ４５０ｍｍ）に１４０ｍｌ／ｈの速度で流通した。次いで、４５０ｍｌの５０重量％のメタノール−水の混合溶媒を同速度で流通した。流出液を濃縮した後、８０℃、６６５Ｐａの条件で乾燥し、固形状とした。この固形物をテトラヒドロフランとジエチルエーテルの体積比１：１５の混合溶媒に溶解後、再結晶することにより、２８．７６ｇの無色の化合物を得た。収率は９５％であった。 P5Cl (Fluka Co.) 31.02 g (40 mmol) of 50 wt% of methanol 200 ml - was dissolved in a mixed solvent of water and, prepare a solution of 0.2 mol / l. This solution was distributed at room temperature through a column (diameter 20 mm, height 450 mm) packed with 140 ml of an anion exchange resin (trade name: Levatit MP500, manufactured by Bayer Corp.) exchanged into a hydroxyl group type at a rate of 140 ml / h. did. Subsequently, 450 ml of a 50% by weight methanol-water mixed solvent was flowed at the same speed. After the effluent was concentrated, it was dried at 80 ° C. and 665 Pa to obtain a solid. This solid was dissolved in a mixed solvent of tetrahydrofuran and diethyl ether at a volume ratio of 1:15 and then recrystallized to obtain 28.76 g of a colorless compound. The yield was 95%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26802599A JP4409002B2 (en) | 1999-09-22 | 1999-09-22 | Method for producing phosphazenium salt |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26802599A JP4409002B2 (en) | 1999-09-22 | 1999-09-22 | Method for producing phosphazenium salt |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2001089487A JP2001089487A (en) | 2001-04-03 |
| JP2001089487A5 true JP2001089487A5 (en) | 2006-08-24 |
| JP4409002B2 JP4409002B2 (en) | 2010-02-03 |
Family
ID=17452857
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP26802599A Expired - Lifetime JP4409002B2 (en) | 1999-09-22 | 1999-09-22 | Method for producing phosphazenium salt |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP4409002B2 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4527977B2 (en) * | 2001-09-28 | 2010-08-18 | 三井化学株式会社 | Epoxy resin composition and use thereof |
| JP2011029666A (en) * | 2002-09-30 | 2011-02-10 | Seiko Epson Corp | Application liquid composition and method of forming thin film |
| JP2004179144A (en) * | 2002-09-30 | 2004-06-24 | Seiko Epson Corp | Coating liquid composition and thin film forming method |
| CN114184737B (en) * | 2021-12-09 | 2024-05-10 | 青岛科技大学 | Method for measuring content of hexafluoro-cyclo-triphosphonitrile |
-
1999
- 1999-09-22 JP JP26802599A patent/JP4409002B2/en not_active Expired - Lifetime
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2730100T3 (en) | Process for the preparation of 2,5-furanedicarboxylic acid (FDCA) by oxidation of 5- (alkyloxymethyl) furfural (AMF) with oxygen in the presence of a Co (II) or Ce (III) catalyst, a bromide salt and a solvent | |
| CN109180704B (en) | Synthesis method of cefditoren pivoxil | |
| CN106977572A (en) | A kind of method using hyodesoxycholic acid as Material synthesis lithocholic acid | |
| JP2019081754A (en) | Preparation method of azoxystrobin intermediate | |
| CN103965125A (en) | Synthetic method of 3,3'-binitro-5,5'-di-1,2,4-triazole | |
| JP2001089487A5 (en) | ||
| WO2014117452A1 (en) | Synthesis and application of difluoro methylene phosphorus inner salt | |
| CN111635301B (en) | Novel photoinitiator and preparation method thereof | |
| CN108558907A (en) | A kind of preparation method of key intermediate 2 | |
| CN109608349A (en) | A kind of environment-friendly preparation method thereof of magnesium glycinate | |
| CN114853658B (en) | Synthesis method of 9- (4-bromophenyl) carbazole | |
| CN101238094A (en) | Process for the preparation of 1-[cyano(4-hydroxyphenyl)methyl]cyclohexanol compounds | |
| CN114213424B (en) | Synthesis method of furan [3,2-b ] pyridine derivative | |
| WO2008096763A1 (en) | Phase transfer catalyst and process for producing poly(fullerene hydroxide) | |
| CN103864825A (en) | Mixed ligand-based zinc complex and preparation method thereof | |
| CN102276634A (en) | Method for preparing N-heterocyclic carbene silver complex | |
| CN107739334B (en) | Application of Cu-MOF type catalyst in preparation of polysubstituted pyridine derivative | |
| JPH05168922A (en) | Dehydration catalyst for aldol condensation, production of magnesium aluminum combinative compound and production of aldol condensation dehydration product using the catalyst | |
| CN113880783B (en) | Ionic liquid containing total nitrogen pentazole anions and preparation method thereof | |
| CN114042461B (en) | Preparation method of supported cobalt-based catalyst and application of supported cobalt-based catalyst in synthesizing nitrile by alcohol | |
| CN103936662B (en) | 1-R1-3, 3-difluoro-4-R2-piperidine and its derivatives and its prepn | |
| JP6579545B2 (en) | Method for synthesizing indole derivatives | |
| CN101654433B (en) | Method for N-alkylation of 2-pyridone | |
| CN110857284B (en) | Method for synthesizing N-methyl aliphatic amine | |
| CN106632100B (en) | Preparation method of antibacterial veterinary drug quinocetone |