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Hydroxy-terminated polyether type macromolecular fluorescent dye and synthesis method thereof

A technology of hydroxyl-terminated polyether and fluorescent dyes, which is applied in the field of fluorescent dyes and its preparation, can solve the problems that polymer dyes do not have fluorescent properties, and achieve the effects of good UV resistance stability, high fluorescence intensity, and difficult solvent extraction

Inactive Publication Date: 2012-07-11
HEFEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, none of the above polymer dyes have fluorescent properties and can only meet the coloring requirements of materials.

Method used

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  • Hydroxy-terminated polyether type macromolecular fluorescent dye and synthesis method thereof
  • Hydroxy-terminated polyether type macromolecular fluorescent dye and synthesis method thereof
  • Hydroxy-terminated polyether type macromolecular fluorescent dye and synthesis method thereof

Examples

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Effect test

Embodiment 1

[0023] In this embodiment, the hydroxyl-terminated polyether type polymer fluorescent dye is prepared according to the following method:

[0024] Add 1.2g of pyromellitic dianhydride (PMDA), 3.3g of Fluorescent Yellow 8GFF and 140mL of dried DMF solvent into a 250mL four-necked flask, stir and dissolve until the system becomes a transparent solution, heat the water bath to 80°C for constant temperature reaction, and react for 0.5 After 2 hours, the product precipitated out of the system, and the constant temperature reaction was continued for 2 hours before stopping. After washing with DMF and filtering three times, the product was dried in a blast oven at 80°C to obtain 3.9 g of 8GFF-PMDA condensation intermediate, with a yield of 86.7%.

Embodiment 2

[0026] In a 50mL single-necked flask, add 0.88g 8GFF-PMDA condensation intermediate (0.001mol) and 3.00g vacuum-dried PEG600 with a constant weight average molecular weight of 600, then add 10mL dry DMF solvent containing 0.004mol concentrated sulfuric acid catalyst, and magnetically stir to dissolve , the temperature of the oil bath was raised to 140°C for constant temperature reaction for 5h. After the reaction, neutralize the system with a saturated solution of sodium carbonate until the pH value is 7, add methanol to the system to precipitate the product; filter the obtained product, wash and filter the filter residue repeatedly with distilled water to remove unreacted PEG, and then vacuum dry at 60°C to Constant weight was obtained to obtain 0.87 g of hydroxyl-terminated polyether type 8GFF-PMDA-PEG polymer fluorescent dye. The average molecular weight of the polymer fluorescent dye prepared in this example is 2050.

Embodiment 3

[0028] PEG with a molecular weight of 1000 was vacuum-dried at 80° C. for 3 h in a single-necked flask for later use. Add 0.88g 8GFF-PMDA condensation intermediate (0.001mol) and 5.00g average molecular weight in 50mL single-necked flask and be PEG1000 of 1000, then add 10mL dry DMF solvent containing 0.005mol concentrated sulfuric acid catalyst, magnetic stirring dissolves, oil bath is heated up to 140 ℃ constant temperature reaction 5h. After the reaction, neutralize the system with a saturated solution of sodium carbonate until the pH value is 7, add methanol to the system to precipitate the product; filter the obtained product, wash and filter the filter residue repeatedly with distilled water to remove unreacted PEG; vacuum dry at 60°C to constant weight 1.45 g of hydroxyl-terminated polyether-type 8GFF-PMDA-PEG polymer fluorescent dye was obtained. The average molecular weight of the polymer fluorescent dye prepared in this example is 2850.

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Abstract

The invention discloses a hydroxy-terminated polyether type macromolecular fluorescent dye and a synthesis method thereof. The structural formula of the macromolecular fluorescent dye is shown in the specification, wherein n represents the degree of polymerization and is 13, 22 or 45. The solvent extraction resistance and anti-ultraviolet stability of the macromolecular fluorescent dye are good; and the dye has the hydroxy-terminated structure and can be used in the synthesis of materials such as colorful fluorescent polyester and polyurethane.

Description

1. Technical field [0001] The invention relates to a fluorescent dye and a preparation method thereof, in particular to a hydroxyl-terminated polyether polymer fluorescent dye and a synthesis method thereof. 2. Background technology [0002] Polymer dyes are colored polymers formed by introducing dye molecules into the main chain of the polymer or hanging on the side chains through certain chemical reactions. It has the characteristics of high strength, solvent resistance, heat resistance, migration resistance, easy film formation and processability of polymer materials, and has strong light absorption and color development properties of organic small molecule dyes. In recent years, with the gradual deepening of the development of new materials such as colored polyurethane and polyester, in order to overcome the defects of easy migration of small molecular organic dyes and poor solvent extraction resistance, it has become important to form a chemical bond between the dye and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B69/10C09K11/06C08G65/48
Inventor 宋秋生刘显余徐园好范从林
Owner HEFEI UNIV OF TECH
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