CS233432B1 - Poly {ethylene-2- (7,15-diazadispiate 5,1,5,3] hexadecan-15-yl) propanedioate} and its preparation - Google Patents
Poly {ethylene-2- (7,15-diazadispiate 5,1,5,3] hexadecan-15-yl) propanedioate} and its preparation Download PDFInfo
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- CS233432B1 CS233432B1 CS470083A CS470083A CS233432B1 CS 233432 B1 CS233432 B1 CS 233432B1 CS 470083 A CS470083 A CS 470083A CS 470083 A CS470083 A CS 470083A CS 233432 B1 CS233432 B1 CS 233432B1
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Abstract
Vynález sa týká póly fetylén-2-(7,15-diazadispiro 5»1»5.3 hexadekán-15-yl)propándionátu \ vzorca I H kde n je 2 až 100 a spSsobu jeho přípravy, ktorý sa vyznačuje tým, že sa na dialkyl- 'ester kyseliny 2-(7,15-diazadiapiro[5,1,5,- 3l hexadekán-15-yl)propándiovej obecného Vzorca II kde R je metylové alebo etylová skupina, pdsobí etándiolom v suchom xyláne pri teplota v rozmedzí 100 až 160 °C v přítomnosti lltiumamidu alebo metoxidu sodného. Vynález má použitie pre přípravu polymémehó světelného stabilizátora polyméráv.The invention relates to polyphenylene-2-(7,15-diazadispiro[5.1.5.3 hexadecane-15-yl)propanedionate of formula I where n is 2 to 100 and a method for its preparation, which is characterized in that the dialkyl ester of 2-(7,15-diazadiapyrro[5.1.5.3 hexadecane-15-yl)propanedioic acid of general formula II where R is a methyl or ethyl group is reacted with ethanediol in dry xylan at a temperature in the range of 100 to 160 °C in the presence of lithium amide or sodium methoxide. The invention has application for the preparation of a polymeric light stabilizer for polymers.
Description
Vynález sa týká póly{etylén-2-(7,15-dlazadispiro[5,1,5,3] hexadekán-15-yl)propéndionátuj a spňsobu jeho přípravy. ' , 'The invention relates to poly (ethylene-2- (7,15-palladadispiro [5,1,5,3] hexadecan-15-yl) propenedionate) and to a process for its preparation. ','
Stéricky bráněné aminy sú vysokoúčinné světelné stabilizátory polymérov. Nevýhodou nízkomolekulových zlúčenín tejto skupiny je značná prchavosť a vypierateínosť.Sterically hindered amines are high-efficiency light stabilizers of polymers. A disadvantage of the low molecular weight compounds of this group is the considerable volatility and washability.
Uvedené nevýhody tento vynález odstraňuje. Podstatou vynálezu je poly{etylán-2-(7,15-diazadispiro[5*, 1,5,3]hexadekén-15-yl)propándionátj vzorca I o,These disadvantages are overcome by the present invention. The present invention provides poly (ethylene-2- (7,15-diazadispiro [5 *, 1,5,3] hexadecen-15-yl) propanedione) of the formula I0,
N ^O-CH, -CHj-0 cOoN, O-CH, -CH 3 -OCOO
H (I) a áalej spfisob přípravy zlúčeniny vzorca I, ktorý sa vyznačuje tým, že sa na dialkylester kyseliny 2-(7,15-diazadispiro[5,1,5,3]hexadekán-15-yl)propándiovej obecného vzorca IIH (I) and further a process for the preparation of a compound of the formula I, characterized in that to the dialkyl ester of 2- (7,15-diazadispiro [5,1,5,3] hexadecan-15-yl) propanedioic acid of the general formula II
(II) kde R je metylová alebo etylová skupina, pňsobí etándiolom v suchom xyléne pri teplote v rozmedzí od 100 až 160 °C v přítomnosti lítiumamidu alebo metoxidu sodného.(II) wherein R is methyl or ethyl, is treated with ethanediol in dry xylene at a temperature in the range of from 100 to 160 ° C in the presence of lithium amide or sodium methoxide.
Výhodou uvedeného vynálezu je zváčěenie molekulovéj hmotnosti stabilizátore, čo vedié k značnému eliminovaniu spomínaných nedostatkov vyskytujúcich sa u nízkomolekulových zlúčenín tejto skupiny.An advantage of the present invention is the increase in the molecular weight of the stabilizer, which leads to a considerable elimination of the mentioned drawbacks occurring in the low-molecular compounds of this group.
Příklad 1Example 1
Zmes 1,9 g (0,005 mol) dietylesteru kyseliny 2—(7,15-diazádispiro 5,1,5,3 hexadekán-15-yl)propándiovej a 0,34 g (0,005 mol) etándiolu v 10 ml suchého xylénu sa zahřeje na 100 °C a přidá sa 10 mg lítiumamidu. Zmes sa áalej zahrieva po dobu 4 h pri tej istej teplote, pričom reakčný etanol pomaly oddestilováva. Po uplynulom čase sa zvýši teplota na 130 až 135 °C a udržiava sa áalších 6 h, čím oddestiluje zvyšný reakčný etanol. Rozpúšťadlo sa oddestiluje a zvyšok sa podrobí vysokému vákuu v priebehu 2 h pri teplote 160 °C. Potom sa obsah banky nechá ochladit, rozpustí sa v 30 ml toluénu a premyje dňkladne destilovanou vodou. Toluénový roztok sa nakoniec vysuší bezvodým síranom sodným a přečistí aktívnym uhlím. Odpařením rozpúšťadla a vystavením zvyšku vysokému vákuu pri teplote 120 °C sa získá tuhý, práškovateTný polymér s teplotou topenia v intervale 45 až 58 °C priemarnou číselnou molekulovou hmotnostou 1 400.A mixture of 2- (7,15-diazadispiro-5,1,5,3-hexadecan-15-yl) propanedioic acid diethyl ester (1.9 g, 0.005 mol) and ethanediol (0.34 g, 0.005 mol) in 10 ml of dry xylene is heated. to 100 ° C and 10 mg of lithiumamide is added. The mixture is further heated for 4 h at the same temperature, while the reaction ethanol is slowly distilled off. After the time has elapsed, the temperature is raised to 130-135 ° C and held for a further 6 h, thereby distilling off the remaining reaction ethanol. The solvent was distilled off and the residue was subjected to high vacuum for 2 h at 160 ° C. The contents of the flask were then allowed to cool, dissolved in 30 ml of toluene and washed with well distilled water. The toluene solution is finally dried over anhydrous sodium sulfate and treated with charcoal. Evaporation of the solvent and exposure of the residue to high vacuum at 120 ° C gave a solid, pulverizable polymer having a melting point of 45-58 ° C with an average molecular weight of 1,400.
Elementárna analýza preElemental Analysis for
Vypočítané: C = 65,30 %, H = 8,36 %, N = 8,02 % Nájdené: C = 65,80 %, H = 8,51 %, N » 7,85 »Calculated: C = 65.30%, H = 8.36%, N = 8.02% Found: C = 65.80%, H = 8.51%, N »7.85»
P r í k 1 a d 2Example 1 a d 2
Roztok 1,76 g dimetylesteru kyseliny 2-(7,15-diazadispiro 5,1,5,3 hexadekén-15-yl)propándiovej a 0,34 g etándiolu v 10 ml suchého xylénu sa zahřeje na 110 °C a přidá sa 15 mg metoxidu sodného. Postupuje sa áalej ako v příklade 1 a po izolácii sa získá sklovitý polymér s teplotou topenia 43 až 56 °C a prieaernou číselnou molekulovou hmotnosťou 1 100.A solution of 1.76 g of 2- (7,15-diazadispiro-5,1,5,3-hexadecen-15-yl) propanedioic acid dimethyl ester and 0.34 g of ethanediol in 10 ml of dry xylene is heated to 110 ° C and 15 ml is added. mg sodium methoxide. The procedure is continued as in Example 1 and, after isolation, a glassy polymer is obtained having a melting point of 43-56 ° C and an average molecular weight of 1100.
Elementáma analýza pra ΟΐΛθΝ2°4Elemental analysis of the great Ο ΐΛθ Ν 2 ° 4
Vypočítaná: C = 65,30 «, H = 8,36 «, N « 8,02 *Calculated: C = 65.30 «, H = 8.36«, N «8.02 *
Nájdené: C = 65,40 %, H = 8,10 %, N = 7,74 %Found: C = 65.40%, H = 8.10%, N = 7.74%
Vynález má použitie pre přípravu polyaérneho světelného stabilizátora polymérov.The invention is of use for the preparation of a polymeric light stabilizer of polymers.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS470083A CS233432B1 (en) | 1983-06-24 | 1983-06-24 | Poly {ethylene-2- (7,15-diazadispiate 5,1,5,3] hexadecan-15-yl) propanedioate} and its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS470083A CS233432B1 (en) | 1983-06-24 | 1983-06-24 | Poly {ethylene-2- (7,15-diazadispiate 5,1,5,3] hexadecan-15-yl) propanedioate} and its preparation |
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| Publication Number | Publication Date |
|---|---|
| CS233432B1 true CS233432B1 (en) | 1985-03-14 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS470083A CS233432B1 (en) | 1983-06-24 | 1983-06-24 | Poly {ethylene-2- (7,15-diazadispiate 5,1,5,3] hexadecan-15-yl) propanedioate} and its preparation |
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| Country | Link |
|---|---|
| CS (1) | CS233432B1 (en) |
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1983
- 1983-06-24 CS CS470083A patent/CS233432B1/en unknown
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