CS220997B1 - ) Polyester light stabilizer based on sterically hindered piperazinedione and maleic acid and method of its preparation - Google Patents
) Polyester light stabilizer based on sterically hindered piperazinedione and maleic acid and method of its preparation Download PDFInfo
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- CS220997B1 CS220997B1 CS655281A CS655281A CS220997B1 CS 220997 B1 CS220997 B1 CS 220997B1 CS 655281 A CS655281 A CS 655281A CS 655281 A CS655281 A CS 655281A CS 220997 B1 CS220997 B1 CS 220997B1
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- sterically hindered
- maleic acid
- piperazinedione
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- polyester light
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Abstract
Vynález sa týká polyesterových světelných stabilizátorov na báze stérícky bráněných pizíndičnov a kyseliny maleinovej a spósobu ich přípravy. Podstata spósobu přípravy polyesterových světelných stabilizátorov spočívá v tom, že na 2,3-epoxypropyl-derivát tetrasubstituovaného piperazíndiónu sa pósobí pri zvýšenej teplote maleinanhydridom v přítomnosti kyslých alebo bázických katalyzátorov. Látky připravené podía vynálezu sú potenciálně sveitelné stabilizátory róznych užitkových polymérov.The invention relates to polyester light stabilizers based on sterically hindered pyridines and maleic acid and a method for their preparation. The essence of the method for preparing polyester light stabilizers lies in the fact that a 2,3-epoxypropyl derivative of tetrasubstituted piperazinedione is treated at elevated temperature with maleic anhydride in the presence of acidic or basic catalysts. The substances prepared according to the invention are potentially light stabilizers of various useful polymers.
Description
1 220997 3
Vynález sa týká polyniérneho světelnéhostabilizátora piperazínového typu, který za- hrnuje v hlavnom reťazci nasJedujúcu štr-uk-túrnu jednotku vzorca
kde n má hodnotu v rozmedzí 1 až 30 a ďalejsa vynález týká sposobu jeho přípravy.
Sposob přípravy uvedených polymérnychsvětelných stabUizáterw je zatažený da Hopolyadícii zlúčeniny vzore®
s nialeinaiihydridom v rozmedzí teplot 130 až200°C, pričom sa. ako katalyzátory kopo-ly-adície použijú Lewisove bázy, ako napříkladterciárně aminy (trietylamín, tri-n-butyla-mín, tri-n-hexy lamin, trilaurylamín), alebokyslé katalyzátory, ako například fluorid bo-ritý a jeho komplexy, chlorid cíničitý ale-bo chlorid hlinitý.
Zlúčeniny so štrutúrnymi článkami sféric-ky tienených derivátov piperazínu pósobiaako světelné stabilizátory roznych úžitko-vých polymérov. Nevýhodou nízkomolekulo-vých látok na báze sféricky tienených amí-n-ov je ich značná prchavosť a vypieratel'-nosť, hlavně z výrobkov s velkým povrchomakoi sú fólie a vlákna. Vzhladom na extraho-vatelnosť a prchavosť je potřebné hrať do ú-vahy toxicitu, čo vylučuje tiejto nízkomo-lekulové sféricky tienené aminy z aplikáciepri stabilizácii obalových materiálov v oblas-ti potravinářského priemyslu. Čiastkové rie-šenie -týchto problémov poskytuje využitiepolymérnych stabilizátorov připravených po-dlá predmetu tohto vynálezu. P r í k 1 a d 1
Do hrubostennoj skúmávky sa vloží Q,9(192gramov (0,00(3 mól) 15-(2,3-epoxypropyl)--7,16-ďiazadlSipori (5,1,5,3)hexadekán-14,'li6-dlónu, 0,2942 g (0,00(3- mól] maleinanhydridu a 5 mól % trilaurylamínui ako katalyzfitora.Skúmavka aa najprv evakuuje, premyje- su-chým- dusíkom, zataví a umiestni do olejové-ho kúpela regulovaného na teplotu 190 °C podobu .5 h. Po, skončení reakcie sa ampulka o-ctoLadí a utvoří,, obsah sa rozpustí v acetonea prezrá-ža vodou. Získaný koloidný roztoksa vysolí s chloridom sodným, přefiltruje apremyje malým množstvem vody. Získá sažltkastý práškovitý polymér vo vysokom vý-tažku s teplotou topenia v rozmedzí 95 až104 °C a molekulovou hm-otnosťou 1640- (sta-novené termoosmometrickyj.
Elementárna analýza pre C21H28N2O6
Vypočítané: N = 6,69 % Nájdené'.- ' ' N = 6,6i8 %. ' ' IČ spéfeitrran (chloroform): ^max = = 835, 870, 925, 950, 890, 1030, 1050, 1985,1105, 1180, 1206',. 12(30, 1275, 130®, 1345,1460), 1680, 1730, 2W5, 33*50, 3500 EBř"l Příklad 2
Postupovalo sa ako v příklade 1 s týmrozdielom, že sa reakcia prevádzala 7 h priteplote li30°C a ako katalyzátor sa použilo5 mól % dimetylbenzylamínu. Po izolácii sazískal polymér s priemernou číselnou mole-kulovou hmotnosť-ou 1920 (stanovené osmo-metricky v parnéj fáze).
Elementárna analýza pre C21H28N2O6
Vypočítané: Ní=6,09 % Nájdené: N=0,491 %
1 220997 3
BACKGROUND OF THE INVENTION The present invention relates to a polyether light stabilizer of the piperazine type, which incorporates a backbone-unit of the formula
wherein n has a value in the range of 1 to 30 and furthermore the invention relates to a process for its preparation.
The process for preparing said polymeric light stabilizers is loaded with Hopolyadia of the compound of formula (I).
with nialeinhydride in a temperature range of 130 to 200 ° C, with a temperature of between 130 and 200 ° C. Lewis bases such as tertiary amines (triethylamine, tri-n-butylamine, tri-n-hexylamine, trilaurylamine), or acid catalysts such as boron trifluoride and its complexes, tin tetrachloride, are used as copolymerization catalysts. or aluminum chloride.
The compounds with the structural elements of the spherically shielded piperazine derivatives serve as light stabilizers of various useful polymers. A disadvantage of low molecular weight spherically shielded amine compounds is their considerable volatility and washability, especially foils and fibers from products with a large surface area. Due to extractability and volatility, toxicity is needed to eliminate these low-molecular spherically shielded amines from application to stabilize packaging materials in the food industry. Partial solutions to these problems provide the use of polymeric stabilizers prepared according to the present invention. Example 1
Insert Q, 9 (192 grams (0.00 (3 mole) 15- (2,3-epoxypropyl) -7,16-diazeplipori (5,1,5,3) hexadecane-14, 11-) in the test tube. dione, 0.2942 g (0.00 (3 mol) of maleic anhydride and 5 mol% of trilaurylamine as catalyst. The tube was first evacuated, washed with dry nitrogen, sealed and placed in an oil bath controlled at 190 ° C. After the end of the reaction, the ampoule was formed and the contents were dissolved in acetone and passed through water, and the colloidal solution obtained was salted out with sodium chloride, filtered and washed with a small amount of water. mp with a melting point in the range of 95-104 ° C and a molecular weight of 1640- (determined thermo-isometric).
Elemental analysis for C 21 H 28 N 2 O 6
Calculated: N = 6.69% Found: N = 6.68%. IR IR (chloroform): λ max = 835, 870, 925, 950, 890, 1030, 1050, 1985, 1105, 1180, 1206 '. 12 (30, 1275, 130®, 1345, 1460), 1680, 1730, 2W5, 33 * 50, 3500 EBr "l Example 2
The procedure was as in Example 1, except that the reaction was carried out at 7 ° C for 30 hours and 5 mol% of dimethylbenzylamine was used as catalyst. After isolation, the polymer with an average number molecular weight of 1920 (determined osmetrically in the vapor phase) was recovered.
Elemental analysis for C 21 H 28 N 2 O 6
Calculated: N = 6.09% Found: N = 0.491%
Claims (3)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS655281A CS220997B1 (en) | 1981-09-04 | 1981-09-04 | ) Polyester light stabilizer based on sterically hindered piperazinedione and maleic acid and method of its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS655281A CS220997B1 (en) | 1981-09-04 | 1981-09-04 | ) Polyester light stabilizer based on sterically hindered piperazinedione and maleic acid and method of its preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS220997B1 true CS220997B1 (en) | 1983-04-29 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS655281A CS220997B1 (en) | 1981-09-04 | 1981-09-04 | ) Polyester light stabilizer based on sterically hindered piperazinedione and maleic acid and method of its preparation |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS220997B1 (en) |
-
1981
- 1981-09-04 CS CS655281A patent/CS220997B1/en unknown
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