A long-chain alkyl quaternary ammonium salt monomer, its preparation method and associated polymer
A technology for quaternary ammonium salt monomers and associative polymers, which is applied in the field of long-chain alkyl quaternary ammonium salt monomers, its preparation method and associative polymers, and can solve the problems of poor viscosity-increasing performance, poor salt resistance, and high temperature resistance gender issues
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[0040] The present invention also provides a kind of preparation method of long chain alkyl quaternary ammonium salt monomer, comprises the following steps:
[0041] A) reacting acryloyl chloride and the compound shown in formula 2 to obtain the compound shown in formula 3;
[0042]
[0043] B) reacting the compound shown in formula 3 obtained in the step A) with the halogenated hydrocarbon RX to obtain the long-chain alkyl quaternary ammonium salt monomer shown in formula 1;
[0044]
[0045] In formula 1, R 1 is an arylene group, R is a C8-C20 alkyl group, and X is a halogen.
[0046]
[0047] In the present invention, the reaction of step A) is preferably carried out according to the reaction equation shown in formula 7. In the present invention, the compound shown in formula 3 is obtained by mixing acryloyl chloride and the compound shown in formula 2 in a solvent for reaction. In the present invention, preferably, the compound shown in formula 2 and acryloyl ch...
Embodiment 1
[0071] The synthesis of embodiment 1.(4-acrylamido) phenyl dodecyl dimethyl ammonium bromide
[0072] Step 1: In a four-neck flask equipped with a stirrer, a thermometer, a reflux condenser, a constant pressure dropping funnel, and a nitrogen protection device, follow n(N,N-dimethyl-p-phenylenediamine): n(dimethyl Formamide (DMF)=1:2, add 102.5g N,N-dimethyl-p-phenylenediamine and 110.09g DMF, then add 15.0g sodium carbonate powder (as an acid-binding agent, react with HCl, one of the products, to promote the reaction Forward), under stirring conditions, the temperature of the system is controlled by an ice-water bath at -5~5°C, according to n(N,N-dimethyl-p-phenylenediamine):n(acryloyl chloride)=1:1.2, using a constant Slowly add the acryloyl chloride solution consisting of 81.77g of acryloyl chloride and 66.05g of DMF solvent into the pressure dropping funnel. The molar ratio of the two is 1:1. The yellowish intermediate product N,N-dimethyl-(4-acrylamido)phenylamine was fi...
Embodiment 2
[0078] Embodiment 2. (4-acrylamido) the synthesis of phenyl dodecyl dimethyl ammonium chloride
[0079] Step 1 is the same as Example 1
[0080] Step 2: In a four-necked flask equipped with a stirrer, a thermometer, a reflux condenser, a constant pressure dropping funnel, and a nitrogen protection device, follow n (intermediate product): n (ethyl acetate): n (chlorododecane )=1:2.5:1.2, add 109.54g intermediate product, 126.86g ethyl acetate, 154.12g chlorododecane successively, pass into N2 protection, under stirring condition, temperature rises to 65 ℃, constant temperature reaction 36h, pass The solvent ethyl acetate was removed by a rotary evaporator to obtain a slightly yellow viscous liquid, which was stored in a refrigerator to form a light yellow solid, which was washed 2 to 3 times with ether, and the product was dried in a vacuum oven at 60°C for 8 hours to obtain 189.02g of (4-acrylamido) phenyl dodecyl dimethyl ammonium chloride, as shown in formula 1-2, yield 83....
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