SU956504A1 - Light stabilizer for polystyrene - Google Patents
Light stabilizer for polystyrene Download PDFInfo
- Publication number
- SU956504A1 SU956504A1 SU803001625A SU3001625A SU956504A1 SU 956504 A1 SU956504 A1 SU 956504A1 SU 803001625 A SU803001625 A SU 803001625A SU 3001625 A SU3001625 A SU 3001625A SU 956504 A1 SU956504 A1 SU 956504A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- polystyrene
- light
- light stabilizer
- stabilizer
- compounds
- Prior art date
Links
- 239000004793 Polystyrene Substances 0.000 title claims description 18
- 229920002223 polystyrene Polymers 0.000 title claims description 18
- 239000004611 light stabiliser Substances 0.000 title claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 description 13
- 229920000642 polymer Polymers 0.000 description 7
- 239000003381 stabilizer Substances 0.000 description 5
- 239000011701 zinc Substances 0.000 description 5
- 230000007423 decrease Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 238000011105 stabilization Methods 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000003915 air pollution Methods 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
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- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Description
{54)СВЕТОСТАБИЛИЗАТОР ПОЛИСТИРОЛА{54) POLYSTYRENE LAMP STABILIZER
Изобретение относитс к стабили зации полимеров, конкретно, к свето.стабилизаторам полистирола. Полистирол широко примен етс дл изготоэлени пленок, конструкционных материалов и различных изделий. Однако, как известно, полистирол нестоек к действию УФ облучени , что значительно укорачивает срок службы изделий.. В насто щее врем в качестве свёт стабилизатора полистирола широко используют 2- (2-окси-5 -метиЛфендл) -бен зотриазол (Тинувин П, Беназол л) Ц . Недостатком этого соединени вл етс то, что эффект стабилизации дос тигаетс при относительно высоких ко дентраци х (3 вес.%). Использование светостабилизатора в таких количествах снижает физико-химические свойства полимера и, кроме того, увеличи ваетс стоимос.ть полимерных изделий, усложн етс технологи получени The invention relates to the stabilization of polymers, specifically to light stabilizers of polystyrene. Polystyrene is widely used for making films, structural materials and various products. However, as is well known, polystyrene is unstable to the action of UV irradiation, which significantly shortens the service life of products. At present, 2- (2-hydroxy-5-methiLendle) -ben-zotriazole is widely used as a polystyrene stabilizer (Tinuvin P, Benazole l) C. The disadvantage of this compound is that the stabilization effect is achieved at relatively high co-concentrations (3 wt.%). The use of a light stabilizer in such quantities reduces the physicochemical properties of the polymer and, in addition, increases the cost of polymer products, complicates the process of obtaining
н.еnot
---р/CH xCgHs --- p / CH xCgHs
и L Иand L &
Zn Zn
{Соединение W){Compound W)
СйЧSyc
концентратов полимера и его переработка . Кроме того, этот стабилизатор способен ;сублимироватьс при . Это приводит к уменьшению его содержани в полимере при переработке (200-250С) или длительном использовании изделий из полистирола , в результате чего снижаетс его стабилизирующий эффект во времени. Выделение.Тинувина П приводит к загр знению воздуха, как известно, он вл етс физиолргически активным соединением и оказывает вредное воздействие на организм. Известно использование в качестве светостабилизаторов полистирола комплексных соединений переходных двухВсшентных металлов на основе азометинов гетероциклических производшых , в частности,5t/c (l-фeнил-3-мeтил-4-фeнилaминoмeтилeн-5-пиpaзoлoната ) цинка М .polymer concentrates and its processing. In addition, this stabilizer is capable of; sublimation at. This leads to a decrease in its content in the polymer during processing (200-250 ° C) or prolonged use of products from polystyrene, as a result of which its stabilizing effect decreases with time. Isolation. Tinuvina II causes air pollution, as it is known, it is a physiologically active compound and has a harmful effect on the body. The use of complex compounds of transition bivalent metals on the basis of heterocyclic derivatives of azomethines, in particular, 5t / c (l-phenyl-3-methyl-4-phenyl-aminomethyl-4-phenylminomethyl-zinc-5-zolonate) zinc, is known as polystyrene light stabilizers.
6wc(1-метил-2-хлор-3-формил-4-фе- ниламинометилен-Ь-пирролоната)цинка6wc (1-methyl-2-chloro-3-formyl-4-phenylaminomethylene-b-pyrrolonate) zinc
OHtv,/CH -j xCfiUs ttsCe- n iH..-/dHOOHtv, / CH -j xCfiUs ttsCe- n iH ..- / dHO
V./ClV./Cl
..
- r- 11II - r- 11II
- Zn - Zn
b:,. и5ис (1 метил-2.хлор-3-формил-4-фенилOttliv ./tU ljXeHs H Однако данные соединени не обеспечивают достаточного светостабилизирующего эффекта. Проведенные иссле довани их светостабилизирующзй способности показали, что после 60-часового облучени полимерных пленок, содержащих указанные соединени , про исходит деструкци полимера с уменьшением его молекул рного веса до 3 3-39% от первоначального. Цель изобретени - повышение эффективности светостабилизации полистирола . Эта цель достигаетс применением бис (1-фенил-3-Ю1етил-4-В-аминометилен -5-пиразол-тионата) металла общей формулы ( ... i:,. i6«5 бН, M-Zn где R- С H , С качестве светостабилизатора полистирола . Способы получени соединений укаванной формулы, где I - R , 111 - R II - , IV - , M Cu, V - , описаны в И - б . При использовании этих соединений в качестве светостабилизаторов полистирола происходит значительно меньша по сравнению с аналогами дест рукци полимера. Молекул рный весb:,. and 5 s (1 methyl-2. chloro-3-formyl-4-phenyl-Ottliv ./tU ljXeHs H However, these compounds do not provide a sufficient light-stabilizing effect. Conducted studies of their light-stabilizing ability showed that after 60 hours of irradiation polymer films containing these compounds , destruction of the polymer with a decrease in its molecular weight of up to 3 3-39% of the original occurs. The purpose of the invention is to increase the efficiency of the light stabilization of polystyrene. This goal is achieved using bis (1-phenyl-3-U1-methyl-4-B-aminomethylene-5- pyrazo l-thionate) of a metal of the general formula (... i:,. i6 "5 bN, M-Zn where R is C H, C as a polystyrene light stabilizer. Methods for preparing compounds of the specified formula, where I is R, 111 is R II , IV -, M Cu, V -, are described in I - b. When these compounds are used as light stabilizers of polystyrene, they are significantly smaller compared to analogs of the polymer end point. Molecular weight
Cl {СоединениеWL) вминометилен-Б-пирролтионата никел З}. {XHN/(IHO (l (.СоединениеЖ) уменьшаетс после облучени через 60 ч до 40-76,9%. Получение полистирольных пленок со светостабилизаторг1Ми осуществл ют поливочным методом по следующей методике . Приме р.О,02 г комплекса по изобретению раствор ют в 10 мл дихлорэтана, добавл ют 2 г полистирола и оставл ют до полного растворени полистирола. Полученный раствор нанос т с помощьюракел на стекло и сушат до отлипа. Светостабилизирующий эффект оценивают до изменению молекул рного веса полистирола при облучении лампой ДКсР-5000М на рассто нии 80 см от источника при-SO C. Величины молекул рного веса определ ют вискозиметрически . J Зависимость величины молекул рного веса полнотирольных пленок от времени инсол ции (час) с различными стабилизаторами (М/Мл%), концентраци стабилизатора 0,5-1%, толщина пленки 0,04-0,005 Мк, приведена в таблице. Дл сравнени приведены данные дл полистирола, стабилизированного известными соединени ми , Из таблицы видно, что соединени по предлагаемому изобретению превосход т по светостабилизирующей способности известные светостабилизаторы в среднем в 1,1-2,5 раз. Ф1армула изобретени Применение 6t(C (1-фенил-З-мети -4-К-аминометилен-5-пиразолтионата ) металла общей формулы B.tH К..1 . X J |1 У 11 w w i .- где R-CH, , CfeHj, N И Cu в качестве светостабилизатора полистирола . Источники информации, прин тые во внимание при экспертиз 1. Вспомогательные вещества дл полимерных материалов. СправочникCl (Compound WL) vminomethylene-B-pyrrolthionate nickel W}. {XHN / (IHO (l (Compound L) decreases after irradiation in 60 hours to 40–76.9%. Production of polystyrene films with light stabilizer IM) is carried out by a watering method as follows. Example O, 02 g of the complex according to the invention is dissolved in 2 ml of dichloroethane, 2 g of polystyrene is added and the polystyrene is dissolved until complete. The solution obtained is applied with a silver on glass and dried to tacky. The light stabilizing effect is evaluated to the change in the molecular weight of polystyrene when irradiated with a DKsR-5000M lamp at a distance of 80 see from the source and at-SO C. Molecular weights are determined by viscometric. J Dependence of the molecular weight of full-triple films on insolation time (hour) with various stabilizers (M / Ml%), stabilizer concentration 0.5-1%, film thickness 0.04-0.005 Mk, shown in Table 1. For comparison, data are given for polystyrene stabilized by known compounds. From the table it can be seen that the compounds according to the invention are superior in light-stabilizing ability to known light-stabilizers by an average of 1.1-2.5 times. . Formula of the Invention The use of 6t (C (1-phenyl-3-meth-4-C-aminomethylene-5-pyrazolthionate) metal of general formula B.tH K. 1. XJ | 1 At 11 wwi .- where R is CH,,, CfeHj, N, and Cu as a polystyrene light stabilizer. Sources of information taken into account during the examinations 1. Auxiliary substances for polymeric materials.
Продолжение таблицы под ред. К.Б. Пиотровского и др. М., Хими , 1966, с. 59. 2. Патент Швейцарии 597578, кл. С 07 F.1/00, опублик. 1976. 3,Авторское свидетельство СССР 737401, кл. С 07 F 1/08, 1977. 4,Гарновский А.Д. и др. Новый тип серусодержащих азометиновых металл-хелатов. -Журнал общей химии , т. 40, 1970, с. 2338. 5.Осипов О.А. и др. Комплексные соединени металлов с некоторыми азотсодержащими лигандами. - Журнал общей химии, т. 42, 1972, с. 926. 6.Алам Л.В./и др. Комплексы с органическими лигандами. - Журнал органической химии, т. 13, 1977, с. 863.Continuation of the table ed. Kb Piotrovsky and others. M., Himi, 1966, p. 59. 2. Swiss Patent 597578, cl. From 07 F.1 / 00, publ. 1976. 3, USSR Author's Certificate 737401, cl. C 07 F 1/08, 1977. 4, AD Garnovsky and others. A new type of sulfur-containing azomethine metal chelates. - Journal of General Chemistry, vol. 40, 1970, p. 2338. 5.Osipov O.A. et al. Complex compounds of metals with certain nitrogen-containing ligands. - Journal of General Chemistry, vol. 42, 1972, p. 926. 6. Alam LV / et al. Complexes with organic ligands. - Journal of Organic Chemistry, vol. 13, 1977, p. 863.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU803001625A SU956504A1 (en) | 1980-11-05 | 1980-11-05 | Light stabilizer for polystyrene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU803001625A SU956504A1 (en) | 1980-11-05 | 1980-11-05 | Light stabilizer for polystyrene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU956504A1 true SU956504A1 (en) | 1982-09-07 |
Family
ID=20925054
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU803001625A SU956504A1 (en) | 1980-11-05 | 1980-11-05 | Light stabilizer for polystyrene |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU956504A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5610305A (en) * | 1995-11-22 | 1997-03-11 | Uv Stab Ltd. | Pyrazole-and piperidine-containing compounds and their metal complexes as light stabilizers |
-
1980
- 1980-11-05 SU SU803001625A patent/SU956504A1/en active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5610305A (en) * | 1995-11-22 | 1997-03-11 | Uv Stab Ltd. | Pyrazole-and piperidine-containing compounds and their metal complexes as light stabilizers |
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