CS215364B1 - 2-Hydroxy-1- (3-hydroxy-4-benzoylphenoxy) -3- (7,15-diazadispiro (5,1,5,3) bexadecan-15-yl) propane and its preparation - Google Patents

2-Hydroxy-1- (3-hydroxy-4-benzoylphenoxy) -3- (7,15-diazadispiro (5,1,5,3) bexadecan-15-yl) propane and its preparation Download PDF

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Publication number
CS215364B1
CS215364B1 CS364880A CS364880A CS215364B1 CS 215364 B1 CS215364 B1 CS 215364B1 CS 364880 A CS364880 A CS 364880A CS 364880 A CS364880 A CS 364880A CS 215364 B1 CS215364 B1 CS 215364B1
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CS
Czechoslovakia
Prior art keywords
hydroxy
diazadispiro
preparation
propane
benzoylphenoxy
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Application number
CS364880A
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Czech (cs)
Slovak (sk)
Inventor
Jozef Luston
Frantisek Vass
Zdenek Manasek
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Jozef Luston
Frantisek Vass
Zdenek Manasek
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Application filed by Jozef Luston, Frantisek Vass, Zdenek Manasek filed Critical Jozef Luston
Priority to CS364880A priority Critical patent/CS215364B1/en
Publication of CS215364B1 publication Critical patent/CS215364B1/en

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Abstract

Vynález sa týká zlúčeniny 2-hydroxy-l-(2- hydroxy-4-benzoylfenoxy)-3-(7,15-diazadispiro) 5,1,5,3 (hexadekán-15-yl)propánu vzorca a sposobu jeho přípravy. Podstata sposobu přípravy uvedenej zlúčeniny spočívá v tom, že sa na 2-hydroxy-4-(2,3-epoxypropoxy)benzofenón pósobí 7,15-diazadispiro(5,l,5,3)hexadekánom v inertnej atmosféře. Zlúčenina má využitie ako kombinovaný stabilizátor benzofenón-piperazínového typu a súčasne slúži na inhibíciu iných radikálových procesov v dalších systémoch.The invention relates to the compound 2-hydroxy-1-(2-hydroxy-4-benzoylphenoxy)-3-(7,15-diazadispiro)5,1,5,3(hexadecan-15-yl)propane of the formula and the method of its preparation. The essence of the preparation method of the mentioned compound is that 2-hydroxy-4-(2,3-epoxypropoxy)benzophenone is treated with 7,15-diazadispiro(5,1,5,3)hexadecane in an inert atmosphere. The compound is used as a combined stabilizer of the benzophenone-piperazine type and simultaneously serves to inhibit other radical processes in other systems.

Description

Vynález sa týká zlúčeniny 2-hydroxy-l-(3-hydroxy-4-benzoylfenoxy)-3-(7,15-diazadispiro) 5,l,5,3(hexadekán-15-yl)propánu vzorcaThe present invention relates to a compound of 2-hydroxy-1- (3-hydroxy-4-benzoylphenoxy) -3- (7,15-diazadispiro) 5,1,5,3 (hexadecan-15-yl) propane of the formula

OHOH

OABOUT

a sposobu jeho přípravy.and the way it is prepared.

Příprava tejto zlúčeniny je založená na reakcii 2-hydroxy-4-(2,3-epoxypropoxy)benzofenónu so 7,15-diazadispiro(5,l,5,3)hexadekánom.The preparation of this compound is based on the reaction of 2-hydroxy-4- (2,3-epoxypropoxy) benzophenone with 7,15-diazadispiro (5,1,5,3) hexadecane.

Uvedená zlúčenina v molekule obsahuje dva články, ktoré oba slúžia pri svetelnej stabilizáeii polymérov. Benzofenónová část molekuly pósobí ako absorbér dopadaj úceho světla a piperazínové část inhibuje radikálové procesy, ktoré prebiehajú pri fotooxidácii polymérov. Spojením oboch častí sa zvýši molekulová hmotnost zlúčeniny, čo má priaznivý vplyv na zníženie přchavosti a extrahovatelnosti stabilizátora z polyméru. Táto zlúčenina má využitie ako kombinovaný stabilizátor benzofenón-piperazínového typu a súčasne móže slúžiť na inhibíciu iných radikálových procesov v dalších systémoch.Said compound in the molecule contains two cells, both of which serve in the light stabilization of polymers. The benzophenone moiety acts as an incident light absorber, and the piperazine moiety inhibits the radical processes that take place in the photooxidation of polymers. Combining both parts increases the molecular weight of the compound, which has a beneficial effect on reducing the volatility and extractability of the stabilizer from the polymer. This compound has utility as a combined stabilizer of the benzophenone-piperazine type and at the same time can serve to inhibit other radical processes in other systems.

PříkladExample

Do ampulky sa vložilo 2,22 g 7,15-diazadispiro-[5,l,5,3]hexadekánu a 2,70 g 2-hydroxy-4-(2,3-epoxypropoxyjbenzofenónu. V ampulke sa evakuáciou a zaplněním dusíkom zabezpečila inertná atmosféra a ampulka sa zatavila. Reakcia sa robila 3 hodiny pri teplote 120 °C. Po ukončení reakcie sa ampulka ochladila a vzniklá nažltlá sklovitá masa sa rozotrela v trecej miske. Tenkovrstvovou chromatografiou sa nezistili volné východzie zlúčeniny. Teplota topenia produktu je 55 až 60 °C.2.22 g of 7,15-diazadispiro- [1,1,5,3] hexadecane and 2.70 g of 2-hydroxy-4- (2,3-epoxypropoxy) benzophenone were added to the ampoule and evacuated and fed with nitrogen in a vial. The reaction was carried out for 3 hours at 120 DEG C. After completion of the reaction, the vial was cooled and the resulting yellowish glassy mass was triturated in a mortar and the free starting material was not detected by thin layer chromatography. C.

Elementárna analýza pre C3e H40 N2 O4:Elemental analysis for C 3 H 40 N 2 O 4 :

Vypočítané: C = 73,14 %; H = 8,18 %;Calculated: C = 73.14%; H = 8.18%;

N = 5,69 %N = 5.69%

Nájdené: C = 72,78 %; H = 9,48 %;Found: C = 72.78%; H = 9.48%;

N = 5,64 % ič spektrum (CHC13):N = 5.64% IR Spectrum (CHC1 3):

řmax = 3 400, 2 940, 1 625, 1 605, 1 580, 1 500, 1 455, 1 350, 1 260, 1 195, 1 170, 1 115, 1 030, 980, 940, 920, 890, 840 cm-1.λ max = 3,400, 2,940, 1,625, 1,605, 1,580, 1,500, 1,455, 1,350, 1,260, 1,195, 1,170, 1,115, 1,030, 980, 940, 920, 890, 840 cm- 1 .

Claims (2)

PREDMET VYNÁLEZU 1. 2-Hydroxy-l-(3-hydroxy-4-benzoylfenoxy (-3-(7,15-diazadispiro(5,l, 5,3)hexadekán-15-yl/-propán vzorca OH o IOBJECT OF THE INVENTION 1. 2-Hydroxy-1- (3-hydroxy-4-benzoyl-phenoxy (-3- (7,15-diazadispiro (5,1,5,3) hexadecan-15-yl) -propane Formula OH o I •-C-I O | • \Z Z\ —O—CH2—CH—CH2— OH-C 1 O 3 Z Z -O-CH 2 -CH-CH 2 -OH 2. Sposob přípravy 2-hydroxy-l-(3-hydroxy-4-benzoyl-fenoxy) -3-(7,15-diazadispiro)5,1,5,3 (hexadekán-15-yl)propánu podlá bodu 1, vyznačujúci sa tým, že sa na 2-hydroxy-4-(2,3-epoxypropoxy)-benzofenón pósobí 7,15-diazadispiro(5,l,5,3)hexadekánom v inertnej atmosféře pri teplote 100 až 200 °C. —N<2. A process for preparing 2-hydroxy-1- (3-hydroxy-4-benzoyl-phenoxy) -3- (7,15-diazadispiro) -5,1,5,3 (hexadecan-15-yl) propane according to claim 1, characterized in that the 2-hydroxy-4- (2,3-epoxypropoxy) benzophenone is treated with 7,15-diazadispiro (5,1,5,3) hexadecane under an inert atmosphere at a temperature of 100 to 200 ° C. —N < Tisk 51/84Tisk 51/84
CS364880A 1980-05-23 1980-05-23 2-Hydroxy-1- (3-hydroxy-4-benzoylphenoxy) -3- (7,15-diazadispiro (5,1,5,3) bexadecan-15-yl) propane and its preparation CS215364B1 (en)

Priority Applications (1)

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CS364880A CS215364B1 (en) 1980-05-23 1980-05-23 2-Hydroxy-1- (3-hydroxy-4-benzoylphenoxy) -3- (7,15-diazadispiro (5,1,5,3) bexadecan-15-yl) propane and its preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS364880A CS215364B1 (en) 1980-05-23 1980-05-23 2-Hydroxy-1- (3-hydroxy-4-benzoylphenoxy) -3- (7,15-diazadispiro (5,1,5,3) bexadecan-15-yl) propane and its preparation

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CS215364B1 true CS215364B1 (en) 1982-08-27

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