CN102659598A

CN102659598A - Method for preparing ester compound by colophony and glycidyl methacrylate

Info

Publication number: CN102659598A
Application number: CN2012101618394A
Authority: CN
Inventors: 杨超; 臧利敏; 张发爱; 余彩莉
Original assignee: Guilin University of Technology
Current assignee: Guilin University of Technology
Priority date: 2012-05-23
Filing date: 2012-05-23
Publication date: 2012-09-12

Abstract

The invention discloses a method for preparing an ester compound by colophony and glycidyl methacrylate. The method comprises the following steps of: dissolving 10 parts by weight of colophony in 10-300 parts by weight of toluene solvent, adding 20-100 parts by weight of glycidyl methacrylate, evenly mixing in a stirring way, adding 0.2-3 parts by weight of catalyst triethylamine and 0.1-1 part by weight of polymerization inhibitor hydroquinone, heating to lead the reaction temperature to keep at 60-100 DEG C, reacting for 5-10h, and after ending the reaction, and distilling by means of pressure reduction under the temperature of 70DEG C and the vacuum degree of 0.1MP to recover solvent toluene, so that the obtained product is the ester compound prepared by colophony and the lycidyl methacrylate. The preparation method has the advantages that the raw material is easy to take, the one-step method is simple in reaction operation, reaction temperature is low, the energy consumption can be saved, the solvent is easy to recover and the like; and the obtained product contains an acryloxy functional group, is high in polymerization activity, and can be co-polymerized with other monomers, so that a ternary phenanthrene ring-containing polymer can be prepared.

Description

Utilize rosin and SY-Monomer G to prepare the method for carboxylate

Technical field

Technical field is chemosynthesis and chemical production field under the present invention, particularly a kind of method of utilizing rosin and SY-Monomer G to prepare carboxylate.

Background technology

Rosin has a lot of good physics and chemical propertys, for example anticorrosion, insulation, bonding, emulsification etc.The rosin goods are widely used in fields such as coating, tackiness agent, printing ink, papermaking, rubber, food, biological products.Rosin is by directly utilizing primary products to utilize the rosin derivative direction to develop to the degree of depth.The rosin acid number is higher, has limited it and has used widely.Through modification, can improve the application performance of product, improve the added value of rosin self.

The rosiny carboxylate is one of main modified product of rosiny.Along with development and national economy, people have higher requirement to the quality of rosin ester.Esterification is the reaction of studying at most in Abietyl modified, can reduce the rosiny acid number through esterification, improves its softening temperature, and improves its thermostability.Ternary phenanthrene ring structure in the rosin molecular skeleton has certain rigid, and it is incorporated in the polymkeric substance, thermotolerance and chemical resistance that can effectively raising polymkeric substance.The rosin molecule is fixed on the polymer chain through the chemically bonded effect, with the effective utilization that realizes rosin molecule ternary phenanthrene ring.Carboxyl in the rosin, can with the number of chemical radical reaction, have character like the small molecules carboxylic-acid, can generate corresponding ester class with the alcohols material reaction.But because in the rosin molecule, carboxyl is positioned on the tertiary carbon atom, and bigger sterically hindered effect is arranged; Usually need be in esterification process than the intense reaction condition; Could generate ester with the temperature of reaction of alcohols more than 200 ℃, in order to improve productive rate, the reaction later stage need be improved temperature and vacuumized in addition.But high temperature is unfavorable for synthetic rosin ester with double bond functional group, and too high temperature can make and contain two key raw materials and contain reactions such as two key product generation thermopolymerizations, auto-polymerization and oxidation, has a strong impact on product quality and yield.

The epoxide group that has ionic reaction on the SY-Monomer G molecule; This epoxide group can with the hydroxy-acid group generation ring-opening reaction on the rosin molecule; And temperature of reaction is gentle relatively, can effectively prevent raw material generation thermopolymerization, auto-polymerization and other disadvantageous side reactions.And the method for utilizing rosiny hydroxy-acid group and SY-Monomer G generation esterification to prepare carboxylate is not appeared in the newspapers at present.

Summary of the invention

The purpose of this invention is to provide a kind of method of utilizing rosin and SY-Monomer G to prepare carboxylate.

Concrete steps are:

The rosin of 100 mass parts is dissolved in the toluene solvant of 10 ~ 300 mass parts; The SY-Monomer G that adds 20 ~ 100 mass parts again; Mix, add the catalyst of triethylamine of 0.2 ~ 3 mass parts and the hydroquinone of polymerization retarder of 0.1 ~ 1 mass parts, heating makes maintain at 60 ~ 100 ℃; Reacted 5 ~ 10 hours; After reaction finishes, be vacuum distillation recovered solvent toluene under the condition of 0.1MP 70 ℃ and vacuum tightness, products therefrom is the carboxylate that utilizes rosin and SY-Monomer G to prepare.

Reaction formula is following:

The present invention utilizes rosin and SY-Monomer G to prepare carboxylate, has following advantage:

(1) temperature of reaction is low, and is energy-conservation, can prevent to contain the side reactions such as thermopolymerization and auto-polymerization of two key raw materials and product effectively, and the SY-Monomer G transformation efficiency is reached more than 90%;

(2) only need single step reaction just can accomplish, simple to operate;

(3) low in raw material cost is easy to get, environmental friendliness;

(4) employed solvent toluene solubility property is good, and does not participate in reaction, is convenient to recycle;

(5) products therefrom contains acryloxy functional group, and its polymerization activity is higher, can with other monomer copolymerizations, preparation contains the polymkeric substance of ternary phenanthrene ring.

Embodiment

Embodiment 1:

100 gram rosin are dissolved in the 100 gram toluene solvants, add 20 gram SY-Monomer Gs, mix; Add 0.2 gram catalyst of triethylamine and 0.1 gram hydroquinone of polymerization retarder again, be heated to 100 ℃ of reactions 5 hours, after reaction finishes; Be cooled to 70 ℃; Under vacuum tightness 0.1MP, vacuum distillation recovered solvent toluene, products therefrom are the carboxylate that utilizes rosin and SY-Monomer G preparation.

Embodiment 2:

100 gram rosin are dissolved in the 200 gram toluene solvants, add 80 gram SY-Monomer Gs, mix; Add 2 gram catalyst of triethylamine and 0.5 gram hydroquinone of polymerization retarder again, be heated to 80 ℃ of reactions 8 hours, after reaction finishes; Be cooled to 70 ℃; Under vacuum tightness 0.1MP, vacuum distillation recovered solvent toluene, products therefrom are the carboxylate that utilizes rosin and SY-Monomer G preparation.

Embodiment 3:

100 gram rosin are dissolved in the 300 gram toluene solvants, add 100 gram SY-Monomer Gs, mix; Add 3 gram catalyst of triethylamine and 1 gram hydroquinone of polymerization retarder again, be heated to 60 ℃ of reactions 10 hours, after reaction finishes; Be cooled to 70 ℃; Under vacuum tightness 0.1MP, vacuum distillation recovered solvent toluene, products therefrom are the carboxylate that utilizes rosin and SY-Monomer G preparation.

Claims

1. method of utilizing rosin and SY-Monomer G to prepare carboxylate is characterized in that concrete steps are: