CS215932B1 - 15- / 2,3-dihydroxypropyl / -7,15-diazadispiro 2? 1? - Google Patents
15- / 2,3-dihydroxypropyl / -7,15-diazadispiro 2? 1? Download PDFInfo
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- CS215932B1 CS215932B1 CS345880A CS345880A CS215932B1 CS 215932 B1 CS215932 B1 CS 215932B1 CS 345880 A CS345880 A CS 345880A CS 345880 A CS345880 A CS 345880A CS 215932 B1 CS215932 B1 CS 215932B1
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- diazadispiro
- dione
- hexadecane
- dihydroxypropyl
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- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Vynález sa týká 15-/2,3-dihydroxypropyl/-7,15-diazadispiro-/JJ,1,5,27 hexadekán-14,l6-diónu a sposobu jeho pripravy. Podstata sposobu pripravy predmetnej zlúčeniny spočívá v tom, že na sodnú alebo draselnú sol 7,15-diazadispiro 1*5,27 hexadekán-14,16-diónu sa pfrsobí 1-chlor- -2,3-dihydroxypropánom. Látka připravená podlfe vynálezu má použitie ako světelný stabilizátor polymérov.The invention relates to 15-/2,3-dihydroxypropyl/-7,15-diazadispiro-/JJ,1,5,27 hexadecane-14,16-dione and a method for its preparation. The essence of the method for the preparation of the subject compound lies in the fact that the sodium or potassium salt of 7,15-diazadispiro 1*5,27 hexadecane-14,16-dione is reacted with 1-chloro- -2,3-dihydroxypropane. The substance prepared according to the invention has application as a light stabilizer of polymers.
Description
215 932 1
Vynález sa týká 15-/2,3-dihydroxypropyl/-7,15-diazadispiro /í>,1,5,27 hexadekán-14,16--diónu nasledujúceho vzoroaí
a sposobu jeho přípravy.
SpSsob přípravy zlúčeniny, ktorá nie je známa z literatúry, je založený na reakoll1-ehlór-2,3-dihydroxypropánu a 7,15-diazadispiro /5,1,5,27 bexadekán-14,16-diónom.
Uvedená zlúčenina patriaoa do skupiny stéricky bráněných amínov máze samotná pdsobiVako světelný stabilizátor polymérov. Nevýhodou nízkomolekulových zlúčenín tejto skupiny jeioh značná prohavosť a vypieratePnosť z úžitkového polyméru. Přípravou polymérnýoh světel-ných stabilizátorov sa tieto nedostatky dajú odstránit*. K tomuto účelu može slúžitf látka,ktorá je predmetom vynálezu. Přikladl 1 K 2,88 g (0,01 molu) draselnej soli 7,15-diazadispiro-/5’,1,5,27 hexadekán-14,16-diónuv 30 ml bezvodnáho dimetylformamidu sa za stálého miešania pri teplote okolo 80 °C prikvapkáva v priebehu 1/2 až 1 hodiny roztok 1,11 g (0,01 molu) 1-chlór-2,3-dihydroxypropánuv 15 ml bezvodáho dimetylformamidu. Zmes sa dblej zahrieva a mieša po dobu 3 hodin a ne-chá sa ochladit*. Vyextrahuje sa trikrát áterom a spojená áterioká extrakty sa dokladnépřemyjú vodou, vysušia bezvodým síranom sodným a éter sa odpaří. Obdržaný zvyšok sa pře-čistí chromátografioky. Získá sa produkt v podobě bielej kryštalickej látky s t.t. 70 -- 73 °C.
Blementárna analýza pre C^HggNgO^s
Vypočítané: C 62,94 H » 8,70 ΪΓ = 8,63 Nájdené: C 62,63 %» H · 8,67 N - 8,71 IČ spektrum (OHCl^): 980, 1020, 1035, 1070, 1120, 1160, 1190, 1265, max.a 1285, 1340, 1450, 1665, 1710, 2940, 3460 Příklad 2 100 hmotnostných dielov nestabilizovaného práškovitého polypropylénu sa impregnovalov dichlórmetáne s 0,1 hmot. dielmi 2,6-di-terc. butyl-4-metylfenolu, 0,15 hmot. dielmistearanu vápenatého a s 0,2 hmot. dielmi zlúčeniny, pripravenej podl*a příkladu 1. Po od-paření rozpúštfedla sa zo zmesi vylisovali fólie o hrúbke 0,2 mm pri tlaku 20 MPa a teplo-te 190 °C po dobu 30 sekúnd. Tesne před lisováním sa vzorky ešte-predohrieveli 1 minútupri teplote 190 °C. Folie sa očarovali ortutfovou výbojkou o výkone 125 W vo vzdialenosti7 cm od zdroje a ako filter sa použil 1,6 hmot. % roztok síranu medhatéhó. Degradácia po-
215 932 1
The invention relates to 15- (2,3-dihydroxypropyl) -7,15-diazadispiro [1,5] hexadecane-14,16-dione of the following formula
and the method of its preparation.
The method for the preparation of a compound which is not known in the literature is based on reacol1-chloro-2,3-dihydroxypropane and 7,15-diazadispiro (5,1,5,27 bexadecane-14,16-dione).
Said compound belonging to the group of sterically hindered amines melt itself acts as a light stabilizer of polymers. A disadvantage of the low molecular weight compounds of this group is the considerable creep and washability of the useful polymer. These drawbacks can be eliminated by preparing the polymeric light stabilizers. The substance of the invention may be used for this purpose. EXAMPLE 1 1 To 2.88 g (0.01 mole) of 7,15-diazadispiro- (5 ', 1,5,27) hexadecane-14,16-dione potassium salt in 30 ml of anhydrous dimethylformamide at about 80 ° with stirring C was added dropwise over 1 to 1 hour to a solution of 1.11 g (0.01 mol) of 1-chloro-2,3-dihydroxypropane in 15 ml of anhydrous dimethylformamide. The mixture was heated and stirred for 3 hours and was not allowed to cool. It is extracted three times with ether and the combined ether extracts are washed with water, dried over anhydrous sodium sulfate and the ether is evaporated. The residue obtained is purified by chromatography. The product was obtained as a white crystalline solid, mp 70-73 ° C.
Blement Analysis for C ^ HggNgO ^ s
Calcd. For C, 62.94; H, 8.70; C, 8.63; Found: C, 62.63;% H, 8.67; N, 8.71; IR (OHCl ^): 980, 1020, 1035, 1070, 1120. , 1160, 1190, 1265, max. 1285, 1340, 1450, 1665, 1710, 2940, 3460 Example 2 100 parts by weight of unstabilized polypropylene powder were impregnated with 0.1% by weight of dichloromethane. 2,6-di-tert. butyl 4-methylphenol, 0.15 wt. Calcium Diluate and 0.2 wt. of the compound prepared according to Example 1. After evaporation of the solvent, sheets of 0.2 mm thickness were pressed from the mixture at a pressure of 20 MPa and a temperature of 190 ° C for 30 seconds. Just before pressing, the samples were pre-heated for 1 minute at 190 ° C. The films were enchanted with a 125 W mercury discharge lamp at a distance of 7 cm from the source and 1.6 wt. % medhate sulfate solution. Degradation
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS345880A CS215932B1 (en) | 1980-05-19 | 1980-05-19 | 15- / 2,3-dihydroxypropyl / -7,15-diazadispiro 2? 1? |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS345880A CS215932B1 (en) | 1980-05-19 | 1980-05-19 | 15- / 2,3-dihydroxypropyl / -7,15-diazadispiro 2? 1? |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS215932B1 true CS215932B1 (en) | 1982-10-29 |
Family
ID=5374700
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS345880A CS215932B1 (en) | 1980-05-19 | 1980-05-19 | 15- / 2,3-dihydroxypropyl / -7,15-diazadispiro 2? 1? |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS215932B1 (en) |
-
1980
- 1980-05-19 CS CS345880A patent/CS215932B1/en unknown
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