A kind of hyperbranched polysiloxane fluorescent material and preparation method

Abstract

The invention relates to a hyperbranched polysiloxane fluorescent material and a preparation method. Hyperbranched polysiloxane with a great deal of carbonyl in the structure is synthesized from a binary acid and a silane monomer in a mole ratio of 2 to 1-4 through a nucleophilic substitution polycondensation reaction. Within the mole ratio of 2 to 1-4, the mole ratio of the binary acid to the silane monomer is regulated and controlled, and then carboxyl sealed or silane sealed hyperbranched polysiloxane is synthesized; by adopting the method, a series of hyperbranched polysiloxane with a great deal of carbonyl in structures can be synthesized, and due to the adoption of the carbonyl, the accumulation of the hyperbranched polysiloxane can be promoted, the hyperbranched polysiloxane can beenabled to emit bright fluorescence light and has a high quantum yield. Therefore, the hyperbranched polysiloxane has the characteristics of being simple in synthesis process, easy in raw material obtaining, good in biodegradability, high in quantum yield, wide in application, and the like, and can be applied to fields such as ionic detection, cell imaging, medicine carrying, and the like.

Description

technical field

[0001] The invention belongs to the field of polymer luminescent materials, and relates to a hyperbranched polysiloxane fluorescent material and a preparation method. Background technique

[0002] Hyperbranched polysiloxane has the advantages of low viscosity, high temperature resistance, and functionalization, which has attracted extensive attention of researchers. At present, the traditional methods for synthesizing hyperbranched polysiloxane mainly include hydrosilylation and polycondensation, but these two methods have some obvious defects. For example, the process is complicated, expensive catalysts are needed, and the hydrolysis of siloxane is easy to cause gel, etc. These defects limit its industrial application. Therefore, it is necessary to find a simple, catalyst-free synthetic method to prepare hyperbranched polysiloxanes. Niu et al [Macromol. Rapid communication, 2016, 37: 136-142; Polym. Chem. 2016, 7: 3747-3755]. Using different types of diol...

Examples

example 1

[0025] First, add malonic acid and methacryloxypropyltriethoxysilane into a three-necked round-bottomed flask at a molar ratio of 2:1, heat, feed nitrogen, stir, and slowly heat up to 85-130°C. When the system becomes clear and transparent, raise the temperature to 110-150°C. After a period of reaction, distillates will be produced, and continue the reaction until the distillation temperature drops below 30°C. When no distillates are produced, the reaction will stop and the reaction will be lowered to room temperature. , to obtain carboxy-terminated hyperbranched polysiloxane.

example 2

[0027] First, add malonic acid and 3-glycidyl etheroxypropyl triethoxysilane in a molar ratio of 2:1 into a three-necked round-bottomed flask, heat, blow in nitrogen, stir, and slowly heat up to 85-130°C , when the system becomes clear and transparent, the temperature is raised to 110-150°C. After a period of reaction, distillate is produced, and the reaction is continued until the distillation temperature drops below 30°C. When no distillate is produced, the reaction stops and drops to At room temperature, carboxyl-terminated hyperbranched polysiloxane can be obtained.

example 3

[0029] First, add succinic acid and vinyltriethoxysilane in a molar ratio of 2:1 into a three-necked round-bottomed flask, heat, blow in nitrogen, stir, and slowly heat up to 85-130°C, when the system becomes clear and transparent After that, the temperature is raised to 110-150°C. After a period of reaction, distillates are produced, and the reaction is continued until the distillation temperature drops below 30°C. When no distillate is produced, the reaction stops, and the carboxyl-sealed product can be obtained when the temperature is lowered to room temperature. terminal hyperbranched polysiloxane.

technical field

[0001] The invention belongs to the field of polymer luminescent materials, and relates to a hyperbranched polysiloxane fluorescent material and a preparation method. Background technique

[0002] Hyperbranched polysiloxane has the advantages of low viscosity, high temperature resistance, and functionalization, which has attracted extensive attention of researchers. At present, the traditional methods for synthesizing hyperbranched polysiloxane mainly include hydrosilylation and polycondensation, but these two methods have some obvious defects. For example, the process is complicated, expensive catalysts are needed, and the hydrolysis of siloxane is easy to cause gel, etc. These defects limit its industrial application. Therefore, it is necessary to find a simple, catalyst-free synthetic method to prepare hyperbranched polysiloxanes. Niu et al [Macromol. Rapid communication, 2016, 37: 136-142; Polym. Chem. 2016, 7: 3747-3755]. Using different types of diol...

Examples

example 1

[0025] First, add malonic acid and methacryloxypropyltriethoxysilane into a three-necked round-bottomed flask at a molar ratio of 2:1, heat, feed nitrogen, stir, and slowly heat up to 85-130°C. When the system becomes clear and transparent, raise the temperature to 110-150°C. After a period of reaction, distillates will be produced, and continue the reaction until the distillation temperature drops below 30°C. When no distillates are produced, the reaction will stop and the reaction will be lowered to room temperature. , to obtain carboxy-terminated hyperbranched polysiloxane.

example 2

[0027] First, add malonic acid and 3-glycidyl etheroxypropyl triethoxysilane in a molar ratio of 2:1 into a three-necked round-bottomed flask, heat, blow in nitrogen, stir, and slowly heat up to 85-130°C , when the system becomes clear and transparent, the temperature is raised to 110-150°C. After a period of reaction, distillate is produced, and the reaction is continued until the distillation temperature drops below 30°C. When no distillate is produced, the reaction stops and drops to At room temperature, carboxyl-terminated hyperbranched polysiloxane can be obtained.

example 3

[0029] First, add succinic acid and vinyltriethoxysilane in a molar ratio of 2:1 into a three-necked round-bottomed flask, heat, blow in nitrogen, stir, and slowly heat up to 85-130°C, when the system becomes clear and transparent After that, the temperature is raised to 110-150°C. After a period of reaction, distillates are produced, and the reaction is continued until the distillation temperature drops below 30°C. When no distillate is produced, the reaction stops, and the carboxyl-sealed product can be obtained when the temperature is lowered to room temperature. terminal hyperbranched polysiloxane.

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