Copolymers of performancelinked containing functional groups, as the basis of sealants and protective coatings and method of production thereof

 

(57) Abstract:

The inventive copolymers performancelinked containing functional group of the General formula given in the description, srednekamennogo molecular weight 7000 - 14000 obtained by copolymerization oxide hexaferrite and perforated containing functional group at a molar ratio of 3.5: 1 to 35:1, respectively, in the presence of initiator - perforated cesium oxide oligomer of hexaferrite with tetragonum in the amount of 1.3 to 1.7 mol%. from oxide hexaferrite in the form of its solution in performasure with subsequent treatment of the reaction mixture by known methods for separation of the target product. To accelerate the copolymerization is carried out in the presence of acetone in the amount of 15 to 25% by weight of the initiator. It is preferable to start the copolymerization feed oxide performancewhat, finish filing oxide hexaferrite, and in between to carry out simultaneous supply of both comonomers. Positive effect: getting the basics thermoporosimetry sealants, curing at room temperature and used without the use of solvent. 2 S. and 2 C. p. F.-ly.

Izaberete is) and performancelinked, containing a functional group of General formula:

< / BR>
srednekamennogo molecular weight 7000 14000.

Compounds of this structure are liquids and capable of further transformations of functional groups, can be used as a polymer base for thermoprotection sealants and protective coatings.

Known bifunctional polymers oxide hexaferrite with 3000 6000 containing terminal and the CN-group, obtained by copolymerization EGFP on a bifunctional catalyst dulcoside CS formula: in the presence of tetraline solution hexaferrite at a temperature of from -30 to -33oC followed by treatment end foramerican groups with methanol, amidation NH3hard-ester groups and digitala P2O5amide groups to becoming a nitrile (U.S. Pat. USA 3660315 publ. 02.05/1972 C 08 G 23/14 CL 260/2A) [1] Such polymers otverzhdajutsja limit CN-groups with the formation of triazine cycles, however, the rubber-like material not obtained due to the lack of functionality of the polymer.

Known copolymers EGFP and perhalogenated of apoxyomenos containing performancenow group, a total of four who, aktivirovannogo tetragonum in molmol ratio of 1 to 1, when the temperature of copolymerization in the range from -27 to -45oC for more than 60 hours. The liquid polymer is distilled under vacuum at a residual pressure of 0.05 to 4.5 MRT.article at a temperature of 255oC, the polymer yield is not more than 65% of the Liquid copolymer under the influence of UV becomes very viscous material which at room temperature has no strength (U.S. Pat. USA 3366610 publ. 30.01/1968 class. 260-80.3) [2] In this regard, these polymers cannot be used as sealants or coatings.

Known copolymers oxide hexaferrite and perftorpolietilena esters of the General formula:

< / BR>
srednekamennogo

the ratio m n 9 1 100 1.

where RFCF2CF2SO2F -(CF2)4COF, CF2CF2CN, -C6F5, CF2CF2CF2OC6F5< / BR>
obtained by copolymerization EGFP and perftorpolietilena esters of the formula where RF-CF2CF2SO2F -(CF2)4COF, -CF2CF2CN, -C6F5,

at temperatures from -32 to -35oC for 42 76 h in the presence of solvent hexaferrite and cesium alkoxide tetramer EGFP containing t is/BR> At the end of the polymerization the polymer Tegaserod under vacuum at a temperature of 100oC. Ftorangidridy and sulfobetaine group known techniques can be translated respectively in

< / BR>
This method is the closest analogue of the proposed method. However, it is not possible to obtain copolymers of parentallyplaced, cured at room temperature. The structuring of the synthesized polymers is carried out at high temperatures (180oC or more) different methods depending on the functional groups.

Oligomer containing sulfiting group, cures to a rubbery state hexamethylenediaminetetra in the presence of MgO in the press at 453 K for 2 h

Oligomer containing performance group, cures Pikalevo salt of bisphenol a in the presence of DICYCLOHEXYL-18-crown-6 ether at 473 K in a stream of nitrogen for 3 days, then 1 day at 573 K, forming a rubber-like material with a glass transition temperature (Tg) 215 K.

The objective of the invention is to provide copolymers of performancelinked, cured at room temperatures in a rubbery material and is characterized by whom is used in the absence of solvents, and development of a method of making such copolymers.

The problem is solved by the synthesis of compounds of General formula:

< / BR>
Srednekislye molecular weight 7000 14000.

Such compounds are obtained by copolymerization EGFP oxide performancewhat when molmol ratio of 3.5 to 1 35 to 1 in the presence of 1.3 to 1.7 mole%. EGFP initiator complex perforated cesium oligomer EGFP with tetragonum in performasure with subsequent treatment of the reaction mixture with known methods for the selection of target products.

As initiator using complex perforated cesium dimer or trimer EGFP with tetragonum in the form of its solution in performasure. The molar ratio perforamce cesium tetralin 1 1,2 respectively. Perpertual used in quantities of 1.5 to 3.0 g per 1 g of the initiator. The process is carried out at a temperature of from -30 to -35oC.

To accelerate the copolymerization process is carried out in the presence of acetone, which is set in the reactor for feeding monomers in amounts of 15 to 25% by weight of the initiator. The process can be conducted with simultaneous and stepwise loading monomers.

Preferably the process is carried out as Brissago number) at a temperature of from -30 to -33oC and stirred for 1 hour. Then serves simultaneously EGFP and oxide performancewhat at temperatures from -32 to -35oC with such speed that by the end of the filing oxide performancewhat remained apply 7 to 10% of the total number EGFP. After filing oxide performancewhat the reaction mass is stirred at a temperature of from -30 to -33oC for 1 hour, then serve the remaining EGFP at temperatures from -32 -5oC and stirred at this temperature for 2 hours after the filing EGFP. The reaction mass is gradually brought to room temperature, blowing sulphuryl fluoride is released and defend. The polymer solution (organofluorine bottom layer) drained off from the settled sludge spent catalyst. According to the IR spectra obtained in solution no persulfate and present ftorangidridy group.

For isolation of the desired product of formula I where they obezlyudivshaya of polymer solution under a vacuum of 0.5 to 1 mm RT.article at a temperature of 300oC. Receive low molecular weight fraction and a bottoms distillation residue is the desired product with a yield not less than 90% Srednekislye molecular weight polymer 7000 ang VAT residue, followed by obesity.selenium polymer at a temperature of 150oC to remove methanol and separated hydrogen fluoride.

Order to obtain polymers having high transparency, and is preferably subjected to methanolysis of the polymer solution obtained immediately after draining the organofluorine layer of settled sludge. In this case, after methanolysis are 2 to 3 times washing of the polymer with an alcohol (methanol or ethanol) and subsequent Stripping with compressed air.

At temperatures up to 100oC otdovat methanol (ethanol) and perpertual, then gradually raising the temperature to 260oC, intensively equalising the weight of the polymer with compressed air, while rap and up to 10% wt. low molecular weight product. Poured a clear, colorless polymer precipitate formed, the polymer yield at least 90% Srednekislye molecular weight 7000 14000, Tgfrom -49 to -70oC.

Identification of target products is carried out by the method of IR, NMR19F spectroscopy and elemental analysis.

Curing synthesized liquid polymers of the formula I is carried out at room temperature using as a curing agent mixture of m - and p-xylylenediamine ratio (3 to 1) in an amount of 6 wt. hours at 100 wt. including the polymer. To accelerate the achievement of optimum properties you can use the following curing mode: 1 day at room temperature, 18 hours 70oC.

Example 1. In a reactor equipped with a mixer with shielded motor load 10 g (0,013 mol) of the initiator complex alkoxide cesium dimer EGFP with tetragonum

< / BR>
dissolve the initiator in 15 g of perpertual, cooled to -30 -33oC and served with stirring for 0.5 hours 1.6 g (0,0065 mol) oxide performancewhat. Stirred the reaction mass at this temperature for 2 hours. Then at a temperature of -32 -35oC serves simultaneously 135 g (0.81 mol) EGFP and 18.3 g (0,074 mol) oxide performancewhat within 8 hours. After the filing of the comonomers of the reaction mass is stirred for 2 hours at a temperature of -30 -33oC, and then served another 15 g (0.09 mol) EGFP for 2 hours at a temperature of -32 - -35oC and stirred at this temperature for another 3 hours after the filing EGFP.

The reaction mass is gradually brought to room temperature, blowing sulphuryl fluoride is released, defend and poured into the container for vacuum distillation of a solution of polymer (organofluorine bottom layer) with settled sludge spent catalyst, separating the upper organic layer. According to the IR spectra in residentia target product obespechyvayut the polymer solution under a vacuum of 0.5 to 1 mm RT. tbsp. at a temperature of 300oC. Obtain 12 g of low molecular weight fractions and 148 g of the cubic residue of the desired product with a yield of 90%

Srednekislye molecular mass of Tg-65oC.

Elemental analysis.

Found, C 22, F 3 68,1, H OTS.

Calculated C 21,93, F 67,51, H OTS.

According to the IR spectra of the polymer contains a group (1870 cm-1)

According to NMR data19F the polymer has a main structural links

< / BR>
the intensity ratio of fluorine atoms 1 and 2 is 11 to 1. The obtained target product corresponds to formula 1, where

< / BR>
Curing 20 g of the polymer is carried out at room temperature, 1.2 g of a mixture of m - and p-xylylenediamine (3 1). The cured polymer was incubated for 3 days at room temperature.

Vulcanizer has the following physico-mechanical parameters:

the tensile strength (R) of 1.4 MPa

elongation (L) 180%

the residual strain ratio (l) 10%

Example 2. In a reactor equipped with a mixer with shielded motor load 10 g (0,013 mol) of the initiator complex alkoxide cesium dimer EGFP with tetragonum, dissolve the initiator in 20 g of perpertual, cooled to -32

-35oC. At this temperature for 8 hours at the speed accordingly 18,8 g/h and 2.7 g/H. After the filing of the comonomers of the reaction mass is stirred at a temperature of -30 -33oC for another 3 hours.

The temperature of the reaction mixture is gradually raised to room temperature, blowing sulphuryl fluoride is released, and further according to the method described in example 1 allocate the VAT residue. Received VAT residue is subjected to methanolysis 20 ml of methanol, followed by obesity.selenium polymer under vacuum at a temperature of 150oC to remove methanol and separated hydrogen fluoride.

Receive 150 g of the desired product with a yield of 91% M 85000, Tg-63oC.

Elemental analysis.

Found, C 22,9, F 65,8, H 0,20

Calculated C 22,47, F 65,91, H 0,17

According to the IR spectra of the polymer contains a group (1870 cm-1).

According to NMR data19F the polymer has a main structural parts

< / BR>
the intensity ratio of fluorine atoms 1 and 2 is 10 to 1. The obtained target product corresponds to the formula I, where

< / BR>
The curing is carried out according to the method described in example 1.

Vulcanizer has the following physico-mechanical parameters:

P 4.0 MPa; L 120% l 5%

Example 3. According to the method and conditions of example 1 are copolymerization 166 g (is of alkoxide cesium dimer EGFP with tetragonum in a solution of 30 g of perpertual with the addition of 2.0 g of acetone. At the beginning of the polymerization serves 2.7 g oxide performancewhat and stirred the reaction mass for 1 hour, while the supply of comonomers is carried out for 5 hours with a speed of 31 g/h EGFP and 4.8 g/h oxide performancewhat and stirred the reaction mass after the filing of comonomers within 1 hour. At the end of the polymerization served 11 g EGFP within half an hour, and stirred the reaction mass for 2 hours after the filing EGFP.

Emit lower organofluorine layer as described in example 1, and spend his methanolysis 10 g of methanol, followed by 3 times washing of the polymer with alcohol (ethanol) in portions of 20 ml. Then hold the blow-off with compressed air. At a temperature of 100oC otdovat alcohol (methanol, ethanol) and perpertual, then gradually within 6 hours raising the temperature to 260oC, intensively equalising the weight of the polymer with compressed air. Get 10 g of low molecular weight fractions and 170 g of colorless transparent target product with a yield of 93%

Tg-62oC.

Elemental analysis.

Found, C 22,1, F 85,8, H 0,22

Calculated C 22,55, F 65,64, H 0,18

According to IR and NMR spectra of the obtained target product is responsible Fort the ZAT has the following physico-mechanical parameters: P 4.5 MPa; L 120% l 5%

Example 4. According to the method and conditions of example 1 are copolymerization 145 g (0.87 mol) EGFP and 26.6 g (0.11 mol) oxide performancewhat in the presence of 10 g (0,013 mol) of the initiator complex alkoxide cesium dimer EGFP with tetragonum in a solution of 25 g of perpertual with the addition of 2.5 g of acetone. At the beginning of the polymerization serves 3.2 g oxide performancewhat. Simultaneous submission of the comonomers is carried out for 4 hours with a speed of 33 g/h EGFP and 5.8 g/h oxide performancewhat. At the end of the polymerization serves 13 g EGFP. The entire polymerization process completed in 9 hours. Spend the methanolysis and produce the target product as described in example 3. Obtain 9.5 g of low molecular weight fractions and 152 g of a colorless transparent target product with a yield of 93%

Tg-62,5oC.

Elemental analysis.

Found, C 23,2, F 65,8, H 0,18

Calculated, C22,66, F 65,28, H 0,20

According to IR and NMR spectra of the obtained target product corresponds to the formula I, where

< / BR>
The curing is carried out according to the method described in example 1.

Transparent vulcanizer has the following physico-mechanical parameters: P 7.0 MPa; L 100% l 0%

Example 5. According to the method and conditions of example 1 are copolymerization of 130 g (0,78 Asia dimer EGFP with tetragonum in a solution of 22 g of perpertual with the addition of 1.5 g of acetone. At the beginning of the polymerization serves 2.5 g oxide performancewhat. Simultaneous submission of the comonomers is carried out for 5.5 hours with a speed of 21.5 g/h EGFP and 4.7 g/h oxide performancewhat. At the end of the polymerization serves 12 g EGFP. The whole process is complete polymerization for 10 hours. Spend the methanolysis and produce the target product as described in example 3. Get 7 grams of low molecular weight fractions and 138 g of a colorless transparent target product with a yield of 93% Tg-60,5oC.

Elemental analysis.

Found, C 22,4, F 64,9, H 0,25

Calculated to 22.83 C, F 64,62, H 0,24

According to IR and NMR spectra of the obtained target product corresponds to the formula I, where

< / BR>
The curing is carried out according to the method described in example 1.

Transparent vulcanizer has the following physico-mechanical parameters: P 10.0 MPa; L 70% l 0%

Example 6. According to the method and conditions of example 1 are copolymerization 140 g (0.84 mol) EGFP and 35,0 g (0.14 mol) oxide performancewhat in the presence of 11.9 g of the initiator complex alkoxide cesium dimer EGFP with tetragonum in a solution of 22 g of perpertual with the addition of 2.4 g of acetone. At the beginning of the polymerization serves 3.5 g oxide performancewhat. Simultaneous delivery of comonomer is merisalo serves 14 g EGFP. The whole process is complete polymerization for 10 hours. Spend the methanolysis and produce the target product as described in example 3. Obtain 6.5 g of low molecular weight fractions and 157 g of a colorless transparent target product with a yield of 94% Tg-60oC.

Elemental analysis.

Found, C 22,5, F 63,1, H 0,30

Calculated C 22,92, F 64,32, H 0,26

According to IR and NMR spectra of the obtained target product corresponds to the formula I, where

< / BR>
The curing is carried out according to the method described in example 1.

Transparent vulcanizer has the following physico-mechanical parameters: P Of 14.7 MPa; L 50% l 0%

Example 7. According to the method and conditions of example 1 are copolymerization 135 g (0.81 mol) EGFP and 45.0 g (0.18 mol) oxide performancewhat in the presence of 10 g of the initiator complex alkoxide cesium dimer EGFP with tetragonum in a solution of 25 g of perpertual with the addition of 1.6 g of acetone. At the beginning of the polymerization serves 4.5 g oxide performancewhat. Simultaneous submission of the comonomers is carried out for 6 hours with a speed of 20.3 g/h EGFP and 6.7 g/h oxide performancewhat. At the end of the polymerization serves 13 g EGFP. The entire polymerization process completed in 11 hours. Spend the methanolysis and produce the target product as the op what hodom 95% Tg-54oC.

Elemental analysis.

Found, C 23,0, F 63,3, H 0,38

Calculated C 23,26, F 63,12, H 0,33

According to IR and NMR spectra of the obtained target product corresponds to the formula I, where

< / BR>
The curing is carried out according to the method described in example 1.

Transparent vulcanizer has the following physico-mechanical parameters: P 15,5 MPa; L 50% l 0%

Example 8. According to the method and conditions of example 1 are copolymerization 135 g (0.81 mol) EGFP and of 56.5 g (0.23 mol) oxide performancewhat in the presence of 10 g of the initiator complex alkoxide cesium dimer EGFP with tetragonum in a solution of 25 g of perpertual with the addition of 1.6 g of acetone. At the beginning of the polymerization serves 5.6 g oxide performancewhat. Simultaneous submission of the comonomers is carried out for 8 hours with a speed of 15.2 g/h EGFP and 6.4 g/h oxide performancewhat. At the end of the polymerization serves 13 g EGFP. The entire polymerization process completed in 13 hours. Spend the methanolysis and produce the target product as described in example 3. Receive 5.0 g of low molecular weight fractions and 167 g of a colorless transparent target product with a yield of 97% Tg-49oC.

Elemental analysis.

Found, C 23,7, F 61,2, H 0,45

Calculated C 23,61, F being conducted according to the technique described in example 1.

Transparent vulcanizer has the following physico-mechanical parameters: P To 18.0 MPa; L 50% l 0%

Example 9. According to the method and conditions of example 1 are copolymerization 166 g (1.0 mol) EGFP and 7.0 g (0,028 mol) oxide performancewhat in the presence of 10 g of the initiator complex alkoxide cesium dimer EGFP with tetragonum in a solution of 30 g of perpertual with the addition of 2.5 g of acetone. At the beginning of the polymerization serves 0.6 g oxide performancewhat. Simultaneous submission of the comonomers is carried out for 4 hours with a speed of 37.5 g/h EGFP and 1.6 g/h oxide performancewhat. At the end of the polymerization serves 16 g EGFP. The entire polymerization process completed in 9 hours. Spend the methanolysis and produce the target product as described in example 3. Get 15 grams of low molecular weight fractions and 155 g of a colorless transparent target product with a yield of 91% Tg-70oC.

Elemental analysis.

Found, C 21,5, F 68,3, H 0,03

Calculated C 21,92, F 67,83, H 0,05

According to IR and NMR spectra of the obtained target product corresponds to the formula I, where

< / BR>
The curing is carried out according to the method described in example 1.

Transparent vulcanizer has the following physico-mechanical pokazateli to be proposed as the basis for sealants and coatings of cold hardening.

1. Copolymers of performancelinked containing functional group of General formula

< / BR>
where

m n 3,5 1 35 1,

with srednekamennogo mol. m 7000 14000 as the basis sealants and protective coatings.

2. A method of producing copolymers of performancelinked containing functional group of General formula

< / BR>
where

m n 3,5 1 35 1,

with srednekamennogo mol. m 7000 14000, copolymerization oxide hexaferrite and perforated containing functional group, in the presence of the initiator complex perforated cesium oxide oligomer of hexaferrite with tetragonum, followed by separation of the target product, characterized in that as perforated containing functional group, use the oxide performancewhat at a molar ratio of oxide hexaferrite and oxide of perferential 3,5 1 35 1, respectively, and the initiator charge in the amount of 1.3 to 1.7 mol. in the calculation of the oxide of hexaferrite and impose a solution in performasure.

3. The method according to p. 2, characterized in that the copolymerization is carried out in the presence of acetone in the amount of 15 to 25% by weight of the initiator.

4. The method according to p. 2, characterized in that the first in rest is hereslingshot and in the end give oxide of hexaferrite.

 

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