RU2485051C1 - Method of producing silver nanocompositions based on synthetic water-soluble polymers - Google Patents
Method of producing silver nanocompositions based on synthetic water-soluble polymers Download PDFInfo
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- 229910052709 silver Inorganic materials 0.000 title claims abstract description 15
- 239000004332 silver Substances 0.000 title claims abstract description 15
- BQCADISMDOOEFD-UHFFFAOYSA-N silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 title claims abstract description 9
- 229920003169 water-soluble polymer Polymers 0.000 title claims abstract description 4
- 239000002105 nanoparticle Substances 0.000 claims abstract description 12
- 229920000642 polymer Polymers 0.000 claims abstract description 12
- 229920001577 copolymer Polymers 0.000 claims abstract description 11
- 239000000203 mixture Substances 0.000 claims abstract description 8
- -1 silver ions Chemical class 0.000 claims abstract description 6
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000007864 aqueous solution Substances 0.000 claims abstract description 4
- 239000003638 reducing agent Substances 0.000 claims abstract description 4
- 239000003381 stabilizer Substances 0.000 claims abstract description 4
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 claims abstract description 3
- FOIXSVOLVBLSDH-UHFFFAOYSA-N silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 claims abstract 2
- 101710026821 agnogene Proteins 0.000 claims description 6
- 230000003993 interaction Effects 0.000 claims description 2
- SQGYOTSLMSWVJD-UHFFFAOYSA-N Silver nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 abstract description 9
- XQBFZPLNZSNSEB-JQCXWYLXSA-N 2-methyl-N-[(2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]prop-2-enamide Chemical compound CC(=C)C(=O)N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO XQBFZPLNZSNSEB-JQCXWYLXSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000002114 nanocomposite Substances 0.000 description 3
- 210000002381 Plasma Anatomy 0.000 description 2
- KWYHDKDOAIKMQN-UHFFFAOYSA-N Tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 235000014633 carbohydrates Nutrition 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000002194 synthesizing Effects 0.000 description 2
- 229920000189 Arabinogalactan Polymers 0.000 description 1
- 239000001904 Arabinogalactan Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K Trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Vitamin C Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 235000019312 arabinogalactan Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000412 dendrimer Substances 0.000 description 1
- 229920000736 dendritic polymer Polymers 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 150000002016 disaccharides Chemical class 0.000 description 1
- LVSJLTMNAQBTPE-UHFFFAOYSA-N disodium tetraborate Chemical compound [Na+].[Na+].O1B(O)O[B-]2(O)OB(O)O[B-]1(O)O2 LVSJLTMNAQBTPE-UHFFFAOYSA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 150000004676 glycans Polymers 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000002082 metal nanoparticle Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
- 229920000962 poly(amidoamine) Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000000710 polymer precipitation Methods 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 150000004804 polysaccharides Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000001681 protective Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 239000011778 trisodium citrate Substances 0.000 description 1
- 235000019263 trisodium citrate Nutrition 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229920003170 water-soluble synthetic polymer Polymers 0.000 description 1
Abstract
Description
Изобретение относится к химии высокомолекулярных соединений, а именно к процессам получения композиций наночастиц серебра и водорастворимых синтетических сополимеров.The invention relates to the chemistry of macromolecular compounds, and in particular to processes for producing compositions of silver nanoparticles and water-soluble synthetic copolymers.
В нанокомпозитах серебра полимеры выполняют роль стабилизатора, образуя на поверхности наночастиц защитную оболочку. Известны нанокомпозиты на основе водорастворимых синтетических полимеров: поли-N-винилпирролидона, полиэтиленгликоля, поливинилового спирта, полиамидоаминовых дендримеров, поливинилтриазолов [Qin W., Tursen J. Anal. Sci. 2009. V.25. №3. P.333-337; Esumi K., Suzuki A., Yamahira A., Torigoe К. Langmuir. 2000. V.16. №6. P.2604-2608; Мячина Г.Ф., Коржова С.А., Ермакова Т.Г. и др. ДАН. 2008. Т.420. №3. С.344-345]. Наряду с синтетическими используются и природные полимеры - полисахариды: крахмал, арабиногалактан и др. [Valodkar M., Bhadoria A., Pohnerkar J. et al. Carbohydrate Res. 2010. V.34. №12. P.1767-1773; Huang, H.; Yuan, Q.; Yang, X. Colloids and Surfaces B: Biointerfaces. 2004. V.39. №1-2. P.31-37]. Традиционные методы синтеза наночастиц металлов предполагают использование восстанавливающих агентов: аскорбиновой кислоты, цитрата натрия, тетрабората натрия, моно- и дисахаридов, а также повышенной температуры и/или излучения [Bernabo M., Pucci A., Galembeck F. et al. Macromol. Mater. Eng. 2009. V.294. №4. P.256-264; Valodkar M., Bhadoria A., Pohnerkar J. et al. Carbohydrate Res. 2010. V.34. №12. P.1767-1773; Donati I., Travan A., Pelillo C. et al. Biomacromolecules. 2009. V.10. №2. P.210-213; Huang, H.; Yuan, Q.; Yang, X. Colloids and Surfaces B: Biointerfaces. 2004. V.39. №1-2. P.31-37; Panacek A., Kvitek L., Prucek R. et al. J. Phys. Chem. B. 2006. V.110. №33. P.16248-16253; Афиногенов Г.Е, Копейкин В.В, Панарин Е.Ф. РФ №2128047, A61K 31/79, 33/38, 27.03.1999].In silver nanocomposites, polymers act as a stabilizer, forming a protective shell on the surface of the nanoparticles. Known nanocomposites based on water-soluble synthetic polymers: poly-N-vinylpyrrolidone, polyethylene glycol, polyvinyl alcohol, polyamidoamine dendrimers, polyvinyl triazoles [Qin W., Tursen J. Anal. Sci. 2009. V.25. Number 3. P.333-337; Esumi K., Suzuki A., Yamahira A., Torigoe K. Langmuir. 2000. V.16. No. 6. P.2604-2608; Myachina G.F., Korzhova S.A., Ermakova T.G. et al. DAN. 2008.V. 420. Number 3. S.344-345]. Along with synthetic, natural polymers are also used - polysaccharides: starch, arabinogalactan, etc. [Valodkar M., Bhadoria A., Pohnerkar J. et al. Carbohydrate Res. 2010. V.34. No. 12. P.1767-1773; Huang, H .; Yuan, Q .; Yang, X. Colloids and Surfaces B: Biointerfaces. 2004. V.39. No. 1-2. P.31-37]. Traditional methods for the synthesis of metal nanoparticles involve the use of reducing agents: ascorbic acid, sodium citrate, sodium tetraborate, mono- and disaccharides, as well as elevated temperature and / or radiation [Bernabo M., Pucci A., Galembeck F. et al. Macromol. Mater. Eng. 2009. V.294. Number 4. P.256-264; Valodkar M., Bhadoria A., Pohnerkar J. et al. Carbohydrate Res. 2010. V.34. No. 12. P.1767-1773; Donati I., Travan A., Pelillo C. et al. Biomacromolecules. 2009. V.10. No. 2. P.210-213; Huang, H .; Yuan, Q .; Yang, X. Colloids and Surfaces B: Biointerfaces. 2004. V.39. No. 1-2. P.31-37; Panacek A., Kvitek L., Prucek R. et al. J. Phys. Chem. B. 2006. V.110. No. 33. P.16248-16253; Afinogenov G.E., Kopeikin V.V., Panarin E.F. RF №2128047, A61K 31/79, 33/38, 03/27/1999].
Последнее из указанных технических решений является наиболее близким по сущности и достигаемому результату.The last of these technical solutions is the closest in essence and the achieved result.
Существенным и очевидным недостатком прототипа является необходимость проведения восстановления ионов серебра при повышенной до 65-75°C температуре в темноте в инертной атмосфере.A significant and obvious disadvantage of the prototype is the need for the recovery of silver ions at elevated to 65-75 ° C temperature in the dark in an inert atmosphere.
Технической задачей и положительным результатом заявляемой композиции и способа ее получения является получение наночастиц Ag0 при комнатной температуре при обычном освещении и без использования инертной атмосферы.The technical problem and the positive result of the claimed composition and method for its preparation is to obtain Ag 0 nanoparticles at room temperature under normal lighting and without using an inert atmosphere.
Указанная задача и результат достигаются за счет того, что в качестве восстановителя ионов серебра и стабилизатора образующихся наночастиц Ag0 используются водорастворимые синтетические сополимеры 2-диокси-2-метакриламидо-D-глюкозы (МАГ) с 2-диметиламиноэтилметакрилатом (ДМАЭМ) или 2-диэтиламиноэтилметакрилатом (ДЭАЭМ) общей формулыThis task and result are achieved due to the fact that as a reducing agent of silver ions and a stabilizer of the resulting Ag 0 nanoparticles, water-soluble synthetic copolymers of 2-dioxi-2-methacrylamido-D-glucose (MAG) with 2-dimethylaminoethyl methacrylate (DMAEM) or 2-diethylaminoethyl methacrylate are used (DEAEM) of the general formula
в случае R1 n, m=5-95 мол.%, а для R2 n=63-95 мол.%, m=5-37 мол.%, характеристическая вязкость [η]=0,06-0,30 дл/г, при этом способ реализуют взаимодействием указанных полимеров с AgNO3 в водном растворе при комнатной температуре и естественном освещении при концентрации полимера 0,010-0,100 г/мл, концентрации AgNO3 - 0,001-0,01 г/мл.in the case of R 1 n, m = 5-95 mol%, and for R 2 n = 63-95 mol%, m = 5-37 mol%, intrinsic viscosity [η] = 0.06-0.30 dl / g, while the method is implemented by the interaction of these polymers with AgNO 3 in an aqueous solution at room temperature and natural light at a polymer concentration of 0.010-0.100 g / ml, an AgNO 3 concentration of 0.001-0.01 g / ml.
Далее приводятся Примеры получения композиций наночастиц серебра на основе водорастворимых полимеров.The following are Examples of the preparation of compositions of silver nanoparticles based on water-soluble polymers.
Предварительно получают исходные (со)полимеры.Initially, the starting (co) polymers are obtained.
Пример 1. 8,0 г 2-диокси-2-метакриламидо-D-глюкозы (МАГ), 0,16 г динитрила азо-бис-изомасляной кислоты (ДИНИЗ) растворяли в 34 мл диметилформамида (ДМФА). Радикальную полимеризацию МАГ проводили в продутой аргоном запаянной ампуле при 60°C в течение 24 часов.Example 1. 8.0 g of 2-dioxo-2-methacrylamido-D-glucose (MAG), 0.16 g of azo-bis-isobutyric acid dinitrile (DINIZ) were dissolved in 34 ml of dimethylformamide (DMF). MAG radical polymerization was carried out in an argon-blown sealed ampoule at 60 ° C for 24 hours.
Полученный полимер осаждали в диэтиловый эфир, затем низкомолекулярные примеси удаляли диализом против воды в течение 24 часов. Выход полимера составил 7,1 г (89%), характеристическая вязкость [η]=0,20 дл/г, молекулярная масса (MM) - 73000 (Таблица 1).The resulting polymer was precipitated in diethyl ether, then low molecular weight impurities were removed by dialysis against water for 24 hours. The polymer yield was 7.1 g (89%), intrinsic viscosity [η] = 0.20 dl / g, and molecular weight (MM) 73000 (Table 1).
Примеры 2-17 выполнены в условиях примера 1.Examples 2-17 are made in the conditions of example 1.
В случае оп. 2, 3 в качестве реакционной среды использовали воду и изопропиловый спирт соответственно. В оп.2 инициатором полимеризации служила смесь (NH4)2S2O8 + тетраметилэтилендиамин (ТМЕДА). В оп.2, 3 не проводилось высаждение полимеров, по окончании полимеризации реакционную смесь подвергали диализу против воды, а затем лиофильной сушке.In the case of op. 2, 3, water and isopropyl alcohol, respectively, were used as the reaction medium. In op.2, the polymerization initiator was a mixture of (NH 4 ) 2 S 2 O 8 + tetramethylethylenediamine (TMEDA). In op.2, 3, polymer precipitation was not carried out; at the end of polymerization, the reaction mixture was dialyzed against water and then freeze dried.
Условия синтеза и характеристики полученных (со)полимеров представлены в таблице 1.The synthesis conditions and characteristics of the obtained (co) polymers are presented in table 1.
Далее получают композиции наночастиц серебра на основе полученных водорастворимых (со)полимеров.Next, silver nanoparticle compositions are prepared based on the obtained water-soluble (co) polymers.
Результаты приведены в Таблице 2 (оп.18-34).The results are shown in Table 2 (op. 18-34).
В качестве Примера приводится оп.24 (Таблица 2).As an example, op.24 is given (Table 2).
Пример 24. К раствору 0,24 г сополимера МАГ:ДМАЭМ (оп.7, Табл.1) в 11,5 мл дистиллированной воды при комнатной температуре и перемешивании добавляли 0,47 мл 0,3 М водного раствора AgNO3, концентрация полимера составила спол=0,020 г/мл, концентрация AgNO3 - сAgNO3=0,002 г/мл. В момент смешения компонентов появлялась красно-коричневая окраска раствора, а в спектре поглощения - полоса плазменного резонанса, характерная для наночастиц серебра, λмакс=417 нм, интенсивность которой возрастала во время реакции. Через 3 часа интенсивность полосы перестала изменяться, проба хлоридом натрия подтвердила отсутствие ионов серебра в растворе. Композицию подвергали диализу против воды в течение 24 часов, затем лиофильно сушили.Example 24. To a solution of 0.24 g of a MAG: DMAEM copolymer (op. 7, Table 1) in 11.5 ml of distilled water at room temperature, 0.47 ml of a 0.3 M aqueous solution of AgNO 3 was added with stirring, polymer concentration amounted to gender = 0.020 g / ml, the concentration of AgNO 3 - with AgNO3 = 0.002 g / ml. At the moment of mixing the components, a red-brown color of the solution appeared, and in the absorption spectrum there was a plasma resonance band characteristic of silver nanoparticles, λ max = 417 nm, the intensity of which increased during the reaction. After 3 hours, the band intensity ceased to change, the sample with sodium chloride confirmed the absence of silver ions in the solution. The composition was dialyzed against water for 24 hours, then freeze-dried.
Примеры 18-23 и 25-34 выполнены в условиях примера 24.Examples 18-23 and 25-34 are made in the conditions of example 24.
Время начала реакции, тестируемое по появлению полосы плазменного резонанса и окраски раствора, и время окончания реакции (прекращение роста интенсивности полосы в области 400-440 нм, отрицательная проба на ионы серебра в присутствии хлорида натрия) зависели от структуры (со)полимера.The start time of the reaction, tested by the appearance of the plasma resonance band and the color of the solution, and the end time of the reaction (the cessation of the growth of the band intensity in the region of 400-440 nm, a negative sample for silver ions in the presence of sodium chloride) depended on the structure of the (co) polymer.
Растворы полученных нанокомпозитов стабильны по крайней мере в течение шести месяцев (время наблюдения).Solutions of the resulting nanocomposites are stable for at least six months (observation time).
Claims (1)
где R:
в случае R1 n, m=5-95 мол.%, а для R2 n=63-95 мол.%, m=5-37 мол.%, характеристическая вязкость [η]=0,06-0,30 дл/г, при этом способ реализуют взаимодействием указанных полимеров с AgNO3 в водном растворе при комнатной температуре и естественном освещении при концентрации полимера 0,010-0,100 г/мл, концентрации AgNO3 - 0,001-0,01 г/мл. A method of producing silver nanoparticle compositions based on water-soluble synthetic copolymers by reducing silver ions in the presence of a water-soluble polymer, characterized in that the polymers are used simultaneously combining the properties of a silver ion reducer and a stabilizer of the resulting nanoparticles, 2-dioxo-2-methacrylamido-D-glucose copolymers with 2-dimethylamino-ethyl methacrylate or 2-diethylaminoethyl methacrylate of the general formula:
where R:
in the case of R 1 n, m = 5-95 mol%, and for R 2 n = 63-95 mol%, m = 5-37 mol%, intrinsic viscosity [η] = 0.06-0.30 dl / g, while the method is implemented by the interaction of these polymers with AgNO 3 in an aqueous solution at room temperature and natural light at a polymer concentration of 0.010-0.100 g / ml, an AgNO 3 concentration of 0.001-0.01 g / ml.
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| Publication Number | Publication Date |
|---|---|
| RU2011146245A RU2011146245A (en) | 2013-05-27 |
| RU2485051C1 true RU2485051C1 (en) | 2013-06-20 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3165511A1 (en) | 2015-11-03 | 2017-05-10 | The State Scientific Institution "Institute of Chemistry of New Materials of National Academy of Sciences of Belarus" | Method for producing a polymer film with a high concentration of silver nanoparticles |
| RU2792646C1 (en) * | 2022-05-12 | 2023-03-22 | Федеральное государственное автономное образовательное учреждение высшего образования "Северный (Арктический) федеральный университет имени М. В. Ломоносова" | Method for obtaining a stable solution of colloidal silver |
Non-Patent Citations (1)
| Title |
|---|
| Мячина Г.Ф., Коржова С.А., Ермакова Т.Г. и др. ДАН. 2008. Т.420. N 3. с.344-345. Panacek A., Kvitek L., Prucek R. et. al. J. Phus. Chem. B. 2006. V.110. N 33. P.16248-16253. * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3165511A1 (en) | 2015-11-03 | 2017-05-10 | The State Scientific Institution "Institute of Chemistry of New Materials of National Academy of Sciences of Belarus" | Method for producing a polymer film with a high concentration of silver nanoparticles |
| RU2792646C1 (en) * | 2022-05-12 | 2023-03-22 | Федеральное государственное автономное образовательное учреждение высшего образования "Северный (Арктический) федеральный университет имени М. В. Ломоносова" | Method for obtaining a stable solution of colloidal silver |
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