SU322045A1 - METHOD OF OBTAINING DIPHENIC ACID - Google Patents
METHOD OF OBTAINING DIPHENIC ACIDInfo
- Publication number
- SU322045A1 SU322045A1 SU1253457A SU1253457A SU322045A1 SU 322045 A1 SU322045 A1 SU 322045A1 SU 1253457 A SU1253457 A SU 1253457A SU 1253457 A SU1253457 A SU 1253457A SU 322045 A1 SU322045 A1 SU 322045A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- obtaining
- diphenic acid
- diphenic
- oxidation
- Prior art date
Links
- GWZCCUDJHOGOSO-UHFFFAOYSA-N diphenic acid Chemical compound OC(=O)C1=CC=CC=C1C1=CC=CC=C1C(O)=O GWZCCUDJHOGOSO-UHFFFAOYSA-N 0.000 title description 6
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 3
- HJFGULDHUDIPDA-UHFFFAOYSA-N 2-(2-formylphenyl)benzaldehyde Chemical compound O=CC1=CC=CC=C1C1=CC=CC=C1C=O HJFGULDHUDIPDA-UHFFFAOYSA-N 0.000 description 2
- YYVYAPXYZVYDHN-UHFFFAOYSA-N 9,10-phenanthroquinone Chemical compound C1=CC=C2C(=O)C(=O)C3=CC=CC=C3C2=C1 YYVYAPXYZVYDHN-UHFFFAOYSA-N 0.000 description 2
- CAMXVZOXBADHNJ-UHFFFAOYSA-N Ammonium nitrite Chemical compound [NH4+].[O-]N=O CAMXVZOXBADHNJ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 description 1
- 241001579016 Nanoa Species 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N nitrous acid Chemical class ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Изобретение относитс к усовершействованию способа ;получен1и дифеновой кислоты, вл ющейс ценным продуктом в синтезе пластификаторов и полимерных материалов.The invention relates to the improvement of the process, the preparation of diphenic acid, which is a valuable product in the synthesis of plasticizers and polymeric materials.
Однако известный способ окислени дифенового диальдегида 70%-ной кислотой при1вод.ит к образованию аз основном фенантренхинона.However, the known method for the oxidation of diphenic dialdehyde with 70% strength acid to produce az mainly phenanthrene quinone.
В Предлагаемом C noc0i6e окисление ведут при 40-80° С, и это позвол ет .получить дифеновую кислоту с 95,7%- ым выходом, т. е. выше , чем по другим известным способам.In the proposed C noc0i6e, oxidation is carried out at 40-80 ° C, and this allows obtaining diphenic acid in 95.7% yield, i.e., higher than in other known methods.
Следует отмет1ить, что лр,и окислении дифенового диальдегида при 110-120° С азотной кислотой 35%-ной кондентрации, выход кислоты составл ет 19,1%, т. е. в основном получаетс фенантренхинон.It should be noted that, and the oxidation of diphenic dialdehyde at 110-120 ° C with nitric acid of 35% concentration, the acid yield is 19.1%, i.e., phenanthrenequinone is mainly obtained.
При проведении процесса при 40-80% в среде азотной кислоты, в которой дйальдегид хорошо раствор етс , достигаетс хорошее протекание окислени и предотвраш.ение возможнОСти нитровани целевого продукта.When the process is carried out at 40-80% in an environment of nitric acid, in which the dialdehyde dissolves well, good oxidation is achieved and the possibility of nitration of the desired product is prevented.
индукционным периодом 10-30 мин, но последний можно сн ть полностью иди сократить путем добавок солей азотистой кислоты, наП1ример NH4NO2 или NaNoaПример . 10 г дифенового альдегида внос т в колбу, снабженную обратным холодильником , 1И нагревают до расплавлени продукта (около 60°С). К полученному расплаву приливают 60 мл азотной кислоты (,37), предварительно нагретых до 50° С, и тш,ательно перемешивают . j. полученному раствору прибавл ют 0,1 г NH4NO2 или NaNo2 и выдержнвают прл 50° С IB течение 1-1,5 час, причем образовавша с дифенова кислота выпадает в виде к рупнокристаллического осадка. После окончани реакции полученную массу охлаждают и .выдел ют дифеновую кислоту фильтрованием . После промывки на фильтре водой дифенова кислота получаетс в виде белых кристаллов. Выход 10,95 г, т. е. 95,6% от теории . Т. ил. 227-229° С.induction period of 10-30 minutes, but the latter can be removed completely go to shorten by adding salts of nitrous acid, byPH example NH4NO2 or NaNoa Example. 10 g of diphenicaldehyde are introduced into a flask equipped with a reflux condenser, 1 and heated until the product melts (about 60 ° C). 60 ml of nitric acid (37), preheated to 50 ° C, are poured into the melt obtained and mixed. j. the resulting solution was added with 0.1 g of NH4NO2 or NaNo2 and maintained at 50 ° C IB for 1-1.5 hours, with the diphenic acid formed as precipitate in the precipitated crystalline precipitate. After completion of the reaction, the resulting mass is cooled and the diphenic acid is isolated by filtration. After washing on the filter with water, diphenic acid is obtained in the form of white crystals. Output 10.95 g, ie, 95.6% of theory. T. Il. 227-229 ° C.
Вычислено, %: С 69,44; Н 4,13.Calculated,%: C 69.44; H 4.13.
Ci4HloO4.Ci4HloO4.
Найдено, %: С 69,56; Н 4,07.Found,%: C 69.56; H 4.07.
П|редмет -изобретени 3 левого продукта, отличающийс тем, что, с целью упрощени процесса, .последний ведут при темлературе 40-80° С. 4 2. СпОСсб ло п. 1, отличающийс тем, что азотную кислоту берут 50-70%-ной концентрации .The inventive 3 of the left-hand product, characterized in that, in order to simplify the process, the latter is carried out at a temperature of 40-80 ° C. 4 2. SpCb. 1, characterized in that nitric acid takes 50-70% concentration
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU322045A1 true SU322045A1 (en) |
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