SU401169A1 - The method of obtaining antimicrobial azo dyes - Google Patents
The method of obtaining antimicrobial azo dyesInfo
- Publication number
- SU401169A1 SU401169A1 SU1686850A SU1686850A SU401169A1 SU 401169 A1 SU401169 A1 SU 401169A1 SU 1686850 A SU1686850 A SU 1686850A SU 1686850 A SU1686850 A SU 1686850A SU 401169 A1 SU401169 A1 SU 401169A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- azo dyes
- dyes
- obtaining antimicrobial
- properties
- antimicrobial
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 7
- 230000000845 anti-microbial effect Effects 0.000 title description 3
- 239000000987 azo dye Substances 0.000 title description 3
- 239000000975 dye Substances 0.000 description 12
- 230000000844 anti-bacterial effect Effects 0.000 description 5
- 239000004744 fabric Substances 0.000 description 3
- 230000000855 fungicidal effect Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- WKEDVNSFRWHDNR-UHFFFAOYSA-N salicylanilide Chemical compound OC1=CC=CC=C1C(=O)NC1=CC=CC=C1 WKEDVNSFRWHDNR-UHFFFAOYSA-N 0.000 description 3
- 229950000975 salicylanilide Drugs 0.000 description 3
- 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
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- UEUIKXVPXLWUDU-UHFFFAOYSA-O 4-sulfobenzenediazonium Chemical compound OS(=O)(=O)C1=CC=C([N+]#N)C=C1 UEUIKXVPXLWUDU-UHFFFAOYSA-O 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- -1 azo compound Chemical class 0.000 description 1
- 238000006149 azo coupling reaction Methods 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Coloring (AREA)
Description
1one
Изобретение относитс к способу получени антимикробных азокрасителей, пригодных дл одностадийного процесса крашени волокнистых материалов и придани последним бактерицидных и фунгицидных i. свойств.This invention relates to a method for producing antimicrobial azo dyes suitable for a one-step process of dyeing fibrous materials and making the latter bactericidal and fungicidal i. properties.
Известен способ получени антимикробных азокрасителей, обладающих бактерицидными свойствами. Способ заключаетс в ITOM, что крас щее азосоединение обрабатывают биологически активным соединением, в частности 2-(5-нитрофурил-2)-акролеином , с последующим выделением целевого продукта известным способом.A known method for producing antimicrobial azo dyes with bactericidal properties. The method consists in ITOM that the dye azo compound is treated with a biologically active compound, in particular 2- (5-nitrofuryl-2) -acrolein, followed by isolation of the target product in a known manner.
Образцы окрашенной ткани красител ми, полученными по известному способу, обладают только бактерицидной активностью, не про вл фунгицидных свойств. Указанные красители не устойчивы в сильно щелочных средах.Samples of dyed fabric by dyes obtained by a known method possess only bactericidal activity, and do not exhibit fungicidal properties. These dyes are not stable in strongly alkaline environments.
Кроме того, исходное соединение дл получени этих красителей 2-( 5-нитрофу .рил-2)-акролеин технически труднодоступноIn addition, the starting compound for the preparation of these dyes 2- (5-nitrofu. Aryl-2) -acrolein is technically difficult to obtain.
С целью иоаьпиени биологической и химической активности, а также поБЫше1щ устойчивости красител к щелочным обра боткам предлагают дпазосоставл ющую со- четатть с бактерицидным препаратом - салициланилидом или галогензамешенным последнего с последующим выделением целевого продукта известным приемом.For the purpose of biological and chemical activity, as well as looking at the stability of the dye to alkaline treatments, a component composi- tion with the bactericidal preparation, salicylanilide or halogen-mixed, with the subsequent isolation of the target product by a known technique is suggested.
Введение в молекулу красител указан .ной группировки позвол ет повысить химическую активность красител и устойчивост последнего к щелочным обработкам. I Кроме того, красители, полученные по : предлагаемому способу обладаки повыи1ен- ;ной биологической активностью, т. е. нар ду с бактерициднык и свойствами они обладают и фунгицидными свойствами.The introduction of a dye into a molecule is indicated in a group of groups; this makes it possible to increase the chemical activity of the dye and its resistance to alkaline treatments. I In addition, the dyes obtained according to: the proposed method of possessing enhanced biological activity, i.e., besides bactericidal and properties, they also have fungicidal properties.
Примен емые исходные продукты - салициланилид или его галогензамещенные тенически легко доступные соед1П1епи , что позвол ет получать красители по прос7-ой и удобной технологической схеме. I Прим ер 1. Получение натриевойThe initial products used are salicylanilide or its halogen-substituted compounds that are tenically readily available, which makes it possible to obtain dyes according to a simple and convenient technological scheme. I Example 1. Getting sodium
соли 4-окс1 -5-карГ,анилидоазобензол-1-сулырукислоп кsalts of 4-ox1-5-carg, anilidoazobenzene-1-sulyrukistop
JJ
NaO SCOM OHNaO SCOM OH
Мол. вес 419..10Mol weight 419..10
Порошок желтого цвета. Окрашивает шер- ; ст ную ткань в желтый цвет. Получают сочетанием салиииланилнда и диазобензолсульфаниловой; кислотой,Powder yellow. Dyes wool-; The fabric is yellow. Prepared by combination of salyilanilinda and diazobenzenesulfanil; acid,
I Диазотирование провод т из 0,92 г15I Diazotization is carried out from 0.92 g15
сульфанилата натри в сернокислой среде по обычному методу.sodium sulfonate in sulfuric acid by the usual method.
Азосочетание, 0,85 г салициланилида раствор ют в 10 мл воды, содержащей , 0,16 г (счита на 1ОО%-ный) едкого .лAzo coupling, 0.85 g of salicylanilide is dissolved in 10 ml of water containing 0.16 g (calculated as 1OO%) caustic.
Затем добавл ют 0,84 г кальцинированной соды и при перемешивании постепенно приливают суспензию диазобензолсульфокислоты . при 5-1О С. Среда слабощелочна . Перемешивание продолжают 2-3 час. Осадок отфильтровывают и сушат.Then 0.84 g of soda ash is added and the suspension of diazobenzenesulfonic acid is gradually added with stirring. at 5-1 ° C. The medium is slightly alkaline. Stirring is continued for 2-3 hours. The precipitate is filtered off and dried.
Выход 90% теории.Yield 90% of theory.
Фучгицидные и бакГершшдШг е- свойства чисто шерст ной ткани, окрашенной биологически активными красител ми, представлены в таблице. Содержание красител -в ванне составл ет 3% от веса ткани).Fuchgicides and bacteriums — the properties of pure wool dyed with biologically active dyes are presented in the table. The dye content in the bath is 3% by weight of the fabric).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1686850A SU401169A1 (en) | 1971-07-23 | 1971-07-23 | The method of obtaining antimicrobial azo dyes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1686850A SU401169A1 (en) | 1971-07-23 | 1971-07-23 | The method of obtaining antimicrobial azo dyes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU401169A1 true SU401169A1 (en) | 1976-01-25 |
Family
ID=20484700
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1686850A SU401169A1 (en) | 1971-07-23 | 1971-07-23 | The method of obtaining antimicrobial azo dyes |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU401169A1 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3009522A1 (en) * | 1979-03-13 | 1980-09-25 | Derbenevskij Chim Zavod | ANTIMICROBIAL PROPERTIES WITH AZO DYES |
| WO1999037154A1 (en) * | 1998-01-09 | 1999-07-29 | Minnesota Mining And Manufacturing Company | Method for limiting the growth of microorganisms using metal-containing compounds |
| US6432396B1 (en) | 2000-07-06 | 2002-08-13 | 3M Innovative Properties Company | Limiting the presence of microorganisms using polymer-bound metal-containing compositions |
| RU2626322C1 (en) * | 2016-09-21 | 2017-07-26 | федеральное государственное бюджетное образовательное учреждение высшего образования "Российский государственный университет им. А.Н. Косыгина (Технологии. Дизайн. Искусство)" | Method for obtaining dye-colours with bio-protective properties |
-
1971
- 1971-07-23 SU SU1686850A patent/SU401169A1/en active
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3009522A1 (en) * | 1979-03-13 | 1980-09-25 | Derbenevskij Chim Zavod | ANTIMICROBIAL PROPERTIES WITH AZO DYES |
| WO1999037154A1 (en) * | 1998-01-09 | 1999-07-29 | Minnesota Mining And Manufacturing Company | Method for limiting the growth of microorganisms using metal-containing compounds |
| US6248733B1 (en) | 1998-01-09 | 2001-06-19 | 3M Innovative Properties Company | Method for limiting the growth of microorganisms using metal-containing compounds |
| US6432396B1 (en) | 2000-07-06 | 2002-08-13 | 3M Innovative Properties Company | Limiting the presence of microorganisms using polymer-bound metal-containing compositions |
| RU2626322C1 (en) * | 2016-09-21 | 2017-07-26 | федеральное государственное бюджетное образовательное учреждение высшего образования "Российский государственный университет им. А.Н. Косыгина (Технологии. Дизайн. Искусство)" | Method for obtaining dye-colours with bio-protective properties |
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