SU887573A1 - Method of producing polyesteracrylates containing symmetric triazine cycle - Google Patents

Description

The disadvantage of this method is the low thermal and chemical resistance of the resulting polyester acrylates.

The aim of the invention is to increase the heat resistance and chemical resistance of polyether acrylates.

H2 (J j-Coo- (CHj) 2-ifH-fl | f-ra

CHj R-n and and: R R, -n and R-f. The polymerization of these oligozfirakrilat is carried out thermally with a stepwise rise in temperature from 80 to 150 ° C in the presence of. VII initiators peroxide type. The invention is disclosed in Examples 1-4, which describe the synthesis of oligoester acrylates with various substituents on a symmetric cycle, and Examples 5-10, where the polymerization of oligoether acrylates is described. Example 1. A flask equipped with a Dean-Stark trap, a thermometer and a stirrer is sequentially charged with 0.1 mol (24.2 g) of 2-ethyl-amino-4,5-diethanolamino-1,3,5-triazine, 17, 22 g (0.2 mol) of methacrylic acid and 0.17 g (1% by weight of methacrylic acid) of hydroquinone. The reaction mixture is heated to 155 + 5 ° C and kept at this temperature for 3-4 hours until the reaction water is released. Example 2. Similarly to Example 1, oligoester acrylate is synthesized based on 27.0 g (0.1 mol) of 2-diethylamino-4,6-diethanolamino-1,3-triazine, 17.22 g (0.2 mol) of methacrylic acid in the presence of 0.17 g (1% by weight of methacrylic acid) of hydroquinone. Example 3. Analogously to Example 1, an oligozfiracrylate is obtained on the basis of 23.0 g (0.1 mol) 2-phenyl amino-4,6-diethanolamino-1,3,5-triazine, 17.22 g (0.2 mol) methacrylic acid and 0.17 g of hydroquinone. Example 4. As in Example 1, the oligoester acrylate is synthesized from 36.64 g (0.1 mol) of 2-diphenylamino-4, b-diethanolamino-1,3,5-triazine 17.22 g (0.2 mol) of methacrylic acid and 0.17 g of hydroquinone. Example 5. The south of the oligoether acrylate obtained in Example 1 is mixed with 0.2 g (2% by weight of the oligoether acrylate) of benzoyl peroxide at 60-70 s for 30-60 s with stirring. Then, the oligoester acrylate melt with the initiator is placed in a vial for polymerization. Ampu

The goal is achieved by the fact that in the method of producing polyether acrylates containing a symmetric triazine cycle, in the presence of initiators, a compound of the general formula is used as oligoester acrylates

Ifylf

To a gram of the gel is sealed and the oligomer polymerizes for 4 hours with a stepwise rise in temperature from 80 to 1 hour 80 ° C; 2nd hour 80-100С; 3rd hour 100-120 ° C; The 4th hour is 120-150 C. The content of the gel fraction (determined in the Soxhlet apparatus) is 83.4%. Elemental composition of the obtained polyether acrylate,%: N C H theoretically 22.1 53.7 6.8 experimentally 21.9 52.4 6.9 Temperature resistance determined on a derivatograph, ° C temperature of decomposition onset 255 loss temperature 10% mass 300 temperature loss 50% by weight of 500. Example 6. Analogously to Example 5, 10 g of oligoester acrylate prepared in Example 1 is combined and polymerized in the presence of 0.4 g (4%) of tetrabutyl perbenzoate. A polymer is obtained with a yield of gel fraction of 86.9%. The elemental composition of the polymer,%: N with H theoretically 22.1 53.7 6.8 experimentally 23.0 52.9 6.4 Thermal stability fС: temperature of the beginning of decomposition 255 temperature loss of 10% mass300 temperature loss of 50% massson Example 7. Similarly Example 5 is combined and polymerized 10 g of oligoether acrylate obtained by. Example 1, in the presence of 0.3 g (3% by weight of oligomer) hydroperoxide 113propyl benzene. The polyether acrylate is obtained with a yield of gel fraction of 87.6%. The elemental composition of the polymer,%: N C N theoretically 22.1 53.7 6.8 experimentally 21.3 53.2 6.9 Thermal stability, with the onset temperature of decomposition 260 temperature loss 10 % mass300 temperature loss50% mass500

Example 8. As in Example 5, 10 g of oligoester acrylate prepared according to Example 2 are combined with an initiator and 0.3 g (3% by weight of oligomer) of isopropyl benzene hydroperoxide are present in the presence of 0.3 g. A polyether acrylate is obtained with a gel fraction yield of 87.1%. The elemental composition of the polymer,%

C H

N 55.9 7,

20.5

theoretically 52.8 7, 21.4

Experimentally Heat Resistance, C

start temperature

decomposition 260

loss temperature

10% by weight300

loss temperature

50% mass, 500

Example 9. As in Example 5, it is combined with an initiator and 10 g of oligoester acrylate prepared according to Example 3 are polymerized in the presence of 0.3 g - (3% by weight of oligoether acrylate) of isopropyl benzene hydroperoxide. Polymerization is carried out for 6 hours with a stepwise temperature rise: 1st hour 80 ° C 2nd hour 80lOO Cj 3rd hour 100-120 ° C; The 4th hour is 120-130 ° C; The 5th hour is 130-140s; The 6th hour is 140-150C.

The content of the gel fraction in the polymer is 84.7%. Elemental composition,%:

N С Н

theoretically 19.6 58.9 5.2

experimentally 19.4 57.2 5.3 Temperature resistance, ° C:

start temperature

decomposition 275

loss temperature

10% by weight325

loss temperature

50% mass525

Example 10. Analogously to Example 5, combine with the initiator and 10 G of the oligomer prepared according to Example 4 will be calmed with 0.3 g (3% by weight of the oligomer) of isopropyl benzene hydroperoxide. Temperature and polymerization time is carried out as in Example 9.

The output of the gel fraction obtained

polyester acrylate 85.6%,

Elemental composition,%

H 5.9

N С

theoretically 16.7 64.5

5.7 experimentally 15.9 65.0

Heat resistance, С

start temperature

295 decomposition loss temperature

350 10% mass

loss temperature

more than 600 50% of mass

The results of the analyzes of the chemical "resistance and thermal-oxidative desraction of the polymers obtained and the prototype are presented in the table.

From the given examples and properties of polyether acrylates it can be seen that the polyether acrylates of the proposed structure

more heat and chemical resistant. The temperature of the beginning of their thermal decomposition increases in comparison with the prototype by 30-70 °. Resistance to thermal-oxidative degradation increases by 10–30%, and chemical resistance increases by 15–50%.

Thus, the proposed method allows to obtain polyester acrylates containing a symmetric triazine cycle and possessing high thermal and chemical resistance.

78875738

Claims (2)

The claims of the invention, different The method of obtaining polyester acrylate resistance and chemical resistance of sweats containing symmetric triaziylether acrylates as an oligon cycle, is used by the compound of oligo ether acrylates in the form of H2 (() - dOO- (CH2) j (-irH- (CH2) CHjV 2 where R. is H and Ri. Copyright certificate CCC R R -CiHfj # 326192, к .С 07 О 251 / 20,15.03.72.   -H and R 2. -b 515 2. Kutepov D, F. and others. Polyether R Ri-Cf, Hf-acrylates containing symmetric Information sources, . DI. Mendeleev, vol. LXX, s. 93, taken into account in the examination of 1972 (prototype). In order to increase the thermo .N "G" 2 triazine cycle.-Proceedings of the Moscow Institute of Chemical Technology.