CS232345B1 - Poly {Btylone-α, α'-bis (7,15-diazadispiro-5.1,5,3-hexadecan-15-yl) adipate} and its Preparation - Google Patents
Poly {Btylone-α, α'-bis (7,15-diazadispiro-5.1,5,3-hexadecan-15-yl) adipate} and its Preparation Download PDFInfo
- Publication number
- CS232345B1 CS232345B1 CS834434A CS443483A CS232345B1 CS 232345 B1 CS232345 B1 CS 232345B1 CS 834434 A CS834434 A CS 834434A CS 443483 A CS443483 A CS 443483A CS 232345 B1 CS232345 B1 CS 232345B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- preparation
- bis
- diazadispiro
- adipate
- hexadecan
- Prior art date
Links
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
Vynález sa týká j>oly íetylén-a,a -bis- (7,15-diazadispiro[5,1,5,3, hexadekén-15- -jřl)adipátu vzorca I J ^C—CH—CH2—CH2—CH —C^ O—CH2—CH2—O' (I), Η H kde n je 2 až 100 a spčsobu jeho přípravy, ktorý sa vyznačuje tým, že sa na zlúčenlnu obecného vzorca II ' U—CH—CHj—CH2—CH—C. " <A> (II), kde R značí metylová alebo etylovú skupinu, pčsobí etándlolom v suchom xyléne pri teplote v rozmedzí 100 až 160 C v přítomnosti metoxidu sodného, alebo lítlumamidu. Vynález má použitie v chémii polymérov pre přípravu polymérneho světelného stabilizátore polymérov.The invention relates to ethylene-α,α-bis-(7,15-diazadispiro[5,1,5,3, hexadecene-15--β1)adipate of the formula I J ^C—CH—CH2—CH2—CH —C^ O—CH2—CH2—O' (I), Η H where n is 2 to 100 and the method of its preparation, which is characterized in that on compound of the general formula II 'U—CH—CHj—CH2—CH—C. " <A> (II), where R represents a methyl or ethyl group, causes ethanedlolum in dry xylene at a temperature in the range of 100 to 160 C in the presence of sodium methoxide or lithumamide. The invention has application in polymer chemistry for the preparation of a polymeric light stabilizer for polymers.
Description
232345 2
Vynález sa týká puly {etylén-a, a'-bis(7,15-díazadispiro j^5,1 ,5,3]hexadekán-15-yl)adipá-tu ]'« spdsobu jeho přípravy.
Stéricky bráněné aminy sd vysokoiičinné světelné stabilizátory polymérov. Nevýhodounízkomolekulovýoh zlúčenín tejto skupiny je ich značná prchavosť a extrahovatsl’nosť.
Uvedené nevýhody tento vynález odstraňuje. Podstatou vynálezu je polyfetylén-a,a*--bis(7,15-diazadisplro[5,1 ,5,3]hexadekán-15-yl)adipát} vzorca I
"V
(i),
kde n je 2 až 1 CO a áalej spfisob jeho přípravy, ktorý sa vyznačuje tým, že sa na zlúčeninuobecného vzorca II ^C — CH— CHj— CH,—CH —
»0^ i A„ °R (II),
kde R značí metylová alebo etylovú skupinu, pdsobí etándiolom v suchom xyléne v rozmedzí100 až 160 °C v přítomnosti metoxidu sodného, alebo lítiumamidu. Výhodou uvedeného vynálezu je zvačšenie molekulovej hmotnosti stabilizátore, čo ve-dře k značnému eliminovaniu spomínaných nedostatkov vyskytujúcich sa u nízkomolekulovýohzlúčenín tejto skupiny. Příklad 1
Zmes 0,6 g (0,001 mol) dietylesteru kyselin «,α’-bis (7,15-diazadispiro^5,1,5,3j hexa-dekán-15--yl)adipovej a 0,67 g (0,01 mol) etándiolu v 10 ml suchého xylénu sa zohreje na110 °C a přidá sa 0,1 g lítiumamidu, Zmes sa ňalej zahrieva po dobu 4 h pri tej istej teplo-tě, pričom reakčný etanol pomaly oddestilováva. Po uplynulom čase sa zvýši teplota na 130až 135 °C a udržiava sa áalšíeh 4 h, čím oddestiluje zvyšný reakčný etanol. Rozpúšťadlo savákuovo oddestiluje a zvyšok sa podrobí vysokému vákuu v priebehu 4 h pri teplote 160 °C.Potom sa obsah banky nechá ochladit, rozpustí sa v 30 ml toluenu a premyje třikrát malýmmnožstvom vody. Toluénový roztok sa nakoniec vysuSí bezvodým šíranou sodným a přečistí aktív-nym uhlím. Odpařením rozpúšťadla a vystavením zvyšku vysokému vákuu pri teplote 120 °C sazíská tuhý, sklovitý polymér s teplotou 138 až 151 °C s priemernou číselnou molekulovouhmotnosťou 2 300 (stanovenou termoosmometricky).
Elementárna analýza pre C36H58N4°4
Vypočítané: G = 71,96 % H = 9,73 * N = 9,32 % Nájdené: C = 72,30 % H = 9,67 « N = 9,10 % Příklad 2
Postupovalo sa ako v příklade 1 s tým roždíelom, že sa reakcia uskutečnila v přítomnosti 0,1 g metoxidu sodného. Po izolácii sa získal sklovitý polymér s teplotou topenia 140 až 150 °C a priemernou číselnou molekulovou hmotnosťou 1 850 (stanovená termoosmometricky).Elementrárna analýza pre C^gH^gN^O^
232345 2
BACKGROUND OF THE INVENTION The present invention relates to a pulp (ethylene-α, α'-bis (7,15-diazadispiro [5.1.1,3,3] hexadecan-15-yl) adipate] for its preparation.
Sterically hindered amines with high-activity light stabilizers for polymers. A disadvantage of the molecular weight compounds of this group is their considerable volatility and extractability.
The above-mentioned disadvantages are eliminated by the present invention. SUMMARY OF THE INVENTION The present invention relates to polyphenylene-α, β-bis (7,15-diazadisplro [5,1,5,3] hexadecan-15-yl) adipate of formula I
"IN
(and),
wherein n is 2 to 1 CO and a further preparation thereof, characterized in that the compound of general formula II - C - CH - CH 3 - CH, - CH -
»0 ^ A '° R (II)
where R is methyl or ethyl, it is ethanediol in dry xylene in the range of 100 to 160 ° C in the presence of sodium methoxide or lithium amide. An advantage of the present invention is the enhancement of the molecular weight of the stabilizer, thereby substantially eliminating the aforementioned drawbacks of the low molecular weight compounds of this group. Example 1
A mixture of 0.6 g (0.001 mol) of diethyl esters, α'-bis (7,15-diazadispiro ^5,1,5,3j hexa-decan-15-yl) adipes and 0.67 g (0.01%). mole) of ethanediol in 10 ml of dry xylene was heated to 110 ° C and 0.1 g of lithium amide was added. The mixture was heated for 4 h at the same temperature while the reaction ethanol was slowly distilled off. After the elapsed time, the temperature is raised to 130-135 ° C and held for a further 4 hours to distill off the remaining reaction ethanol. The solvent is distilled off the solvent and the residue is subjected to high vacuum for 4 h at 160 ° C. Then the flask is allowed to cool, dissolved in 30 ml of toluene and washed three times with a small amount of water. The toluene solution is finally dried with anhydrous sodium sulphate and purified with activated carbon. Evaporation of the solvent and exposure of the residue to high vacuum at 120 ° C yields a solid, glassy polymer at 138-151 ° C with an average number molecular weight of 2,300 (determined thermo-isometric).
Elemental analysis for C 36 H 58 N 4 O 4
Calculated: G = 71.96% H = 9.73 * N = 9.32% Found: C = 72.30% H = 9.67% N = 9.10% Example 2
The procedure was as in Example 1, except that the reaction was carried out in the presence of 0.1 g of sodium methoxide. After isolation, a glassy polymer having a melting point of 140-150 ° C and an average number molecular weight of 1,850 (determined thermo-isometric) was obtained.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS834434A CS232345B1 (en) | 1983-06-17 | 1983-06-17 | Poly {Btylone-α, α'-bis (7,15-diazadispiro-5.1,5,3-hexadecan-15-yl) adipate} and its Preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS834434A CS232345B1 (en) | 1983-06-17 | 1983-06-17 | Poly {Btylone-α, α'-bis (7,15-diazadispiro-5.1,5,3-hexadecan-15-yl) adipate} and its Preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS443483A1 CS443483A1 (en) | 1984-06-18 |
| CS232345B1 true CS232345B1 (en) | 1985-01-16 |
Family
ID=5387070
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS834434A CS232345B1 (en) | 1983-06-17 | 1983-06-17 | Poly {Btylone-α, α'-bis (7,15-diazadispiro-5.1,5,3-hexadecan-15-yl) adipate} and its Preparation |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS232345B1 (en) |
-
1983
- 1983-06-17 CS CS834434A patent/CS232345B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS443483A1 (en) | 1984-06-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0020000B1 (en) | Activated ester monomers, polymers formed therefrom and coating compositions containing said polymers | |
| US2777872A (en) | Unsaturated organic compounds | |
| JP2924357B2 (en) | Phosphite compounds, their production and use | |
| US3441606A (en) | Acylated hydrazine compounds | |
| CS232345B1 (en) | Poly {Btylone-α, α'-bis (7,15-diazadispiro-5.1,5,3-hexadecan-15-yl) adipate} and its Preparation | |
| US4528320A (en) | Low temperature, moisture cure coating composition | |
| ATE55109T1 (en) | CHEMICAL PROCESS FOR THE PREPARATION OF OXAMIDE DERIVATIVES. | |
| DD143768A5 (en) | PROCESS FOR PREPARING PYRROLIDONE COMPOUNDS | |
| US4530960A (en) | Low temperature cure, activated ester coating composition with improved pot life | |
| CS233432B1 (en) | Poly {ethylene-2- (7,15-diazadispiate 5,1,5,3] hexadecan-15-yl) propanedioate} and its preparation | |
| CS225049B1 (en) | The sterically hindered piperidine on the base of alpha-monosubstituted butadiene acid | |
| US3121111A (en) | Novel 4-thiohydantoic acids | |
| JPH0469158B2 (en) | ||
| CS252983B1 (en) | Polyamide on base of 2,3-bis (1,2,2,6,6-pentamethyl-4-piperidyloxy)butandione acid and method of its preparation | |
| CS226926B1 (en) | A-monosubstituted butanedioic acid sterically hindered piperazines | |
| US2853513A (en) | Nu. nu'-bis-(carboxyalkylthiocarbamyl) polymethylenediamines | |
| US3103520A (en) | Aminobenzoxacycloalkanes | |
| EP0085653B1 (en) | 1,10-substituted 1,11-diamino-undeca-3,7 dienes and process for their preparation | |
| CS225050B1 (en) | The polymerizable dihalogen derivates of sterically hindered piperidine | |
| CS252978B1 (en) | Polyamide containing structural units of 2,5-bis(2,2,6,6-tetramethyl-4-piperidyloxy)hexandionic acid and method of its preparation | |
| DE3106994A1 (en) | Substituted 1,2,4-triazolidine-3,5-dione compounds, a process for their preparation, and their use | |
| CS206541B1 (en) | 15-methacroyl-7,15-diaazadispiro/5,1,5,3/-hexadecane and its preparation method | |
| CS230349B1 (en) | Dioctadecylester of 2-/l7,15-diazadispiro-/l5,1,5,3/p-hexadecan-15-yl/propanedienic acid and method of preparing same | |
| CS232347B1 (en) | Processing of alpha,alpha-bis(7,15-diazadispiro(5,1,5,3)hexadecan-15-yl)adipic acid | |
| JPH052676B2 (en) |