Alicyclic polyester type polymer dye for polypropylene plastic dyeing and preparation method thereof

A technology of cycloaliphatic polyester and polymer dyes, applied in the field of polymer dyes, can solve problems such as difficult to achieve dyeability, operability, mechanical properties, fast flow, low viscosity, etc., and improve chemical stability and durability Migration, increased compatibility, rich color effect

Active Publication Date: 2017-08-08
宁波龙欣精细化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Usually, reactive groups are grafted by oxidation, radiation, high-temperature heating, etc. The production process is complicated, the cost is high, and it has a great impact on the original properties of polypropylene plastics, which limits its development.
The third modification method is the blending modification method. By adding other easily dyeable components to polypropylene plastics, it can be combined with dyes to improve the dyeing performance of polypropylene materials. Commonly used blending components include small molecular compounds , metal salt compounds, inorganic nanomaterials, and polymer compounds, etc., but they all have disadvantages such as low viscosity, fast flow, poor compatibility, and poor migration resistance. It is difficult to achieve a balance between dyeing, operability, and mechanical properties. Demand for polypropylene plastics to be used in food packaging, tableware and other fields
[0006] Polymer dyes generally have a structure such as polyester, polyamide, and polyurethane as the main chain, and the polarity difference between them and polypropylene plastics is large, so there is no polymer dyes suitable for polypropylene plastic dyeing.

Method used

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  • Alicyclic polyester type polymer dye for polypropylene plastic dyeing and preparation method thereof
  • Alicyclic polyester type polymer dye for polypropylene plastic dyeing and preparation method thereof
  • Alicyclic polyester type polymer dye for polypropylene plastic dyeing and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Add 15.2g (0.05mol) perylene dye Fluorescent Yellow 8 and 14.4g (0.10mol) 1,4-cyclohexanedimethanol, 10mL toluene, and 0.06g titanium to a flask equipped with a reflux condenser and a water separator Tetrabutyl acid, stirred under the protection of nitrogen and heated to 180°C, refluxed water separation reaction for 4 hours, removed the heat when about 2mL of water was collected in the water separator, and after cooling to room temperature, 8g of hydroxyl-terminated fluorescent yellow was obtained. Glycol esters.

[0054] Add 64.9g (0.45mol) of 1,4-cyclohexanedimethanol, 73.0g (0.50mol) of adipic acid, 40mL of toluene, and 0.6g of tetrabutyl titanate to the above-mentioned dye alicyclic glycol ester , protected by nitrogen, stirred and heated to 180°C, refluxed for 8 hours to separate the water, remove the heat when about 18mL of water was collected in the water separator, use a rotary evaporator to vacuum remove the unreacted solvent and water-carrying agent, filter wi...

Embodiment 2

[0059] Add 26.7g (0.05mol) fluorescein dye solvent red 72 (CI45370:1) and 7.2g (0.05mol) 1,4-cyclohexanedimethanol to the flask equipped with reflux condenser and water separator, and 5mL of toluene, 0.03g of tetrabutyl titanate, stirring under the protection of nitrogen and heating up to 170°C, reflux for water separation and reaction for 2 hours, remove the heat when about 1mL of water is collected in the water separator, and after cooling to room temperature, the hydroxyl-terminated Solvent Red 72 Cycloaliphatic Glycol Ester.

[0060] Add 57.7g (0.40mol) of 1,4-cyclohexanedimethanol, 71.4g (0.43mol) of phthalic acid, 40mL of toluene, and 0.6g of titanic acid to the above solvent red 72 alicyclic glycol ester Tetrabutyl ester, nitrogen protection, stirring and heating to 190°C, reflux and water separation reaction for 9 hours, remove the heat when about 16mL of water is collected in the water separator, and use a rotary evaporator to vacuum remove unreacted raw materials, so...

Embodiment 3

[0062] Add 20.2g (0.075mol) of azo dye Acid Red 2 and 10.8g (0.075mol) of 1,4-cyclohexanedimethanol to a flask equipped with a reflux condenser and a water separator, and 5mL of toluene, 0.03g For tetrabutyl titanate, stir under nitrogen protection and heat up to 175°C, reflux for 2 hours, remove the heat when about 1mL of water is collected in the water separator, and cool to room temperature to obtain hydroxyl-terminated acid red 2 alicyclic di Acid esters.

[0063] Add 57.7g (0.40mol) of 1,4-cyclohexanedimethanol, 74.0g (0.43mol) of 1,4-cyclohexanedicarboxylic acid, and 40mL of toluene to the above acid red 2 alicyclic dibasic acid ester , 0.6g of tetra-n-butyl titanate, stirred under the protection of nitrogen gas and heated to 190 ° C, refluxed water separation reaction for 7 hours, when about 16mL of water was collected in the water separator, the heating was removed, and the unreacted product was removed by vacuum with a rotary evaporator The finished raw material and ...

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Abstract

The invention discloses an alicyclic polyester type polymer dye for polypropylene plastic dyeing and a preparation method thereof, and the method is as follows: a carboxylic acid or anhydride type organic small molecular is combined with a polyester backbone of a dicarboxylic acid alicyclic diol by two-step esterification to prepare the alicyclic polyester type polymer dye, and the dye content in the polymer is 1%-30%. The prepared alicyclic polyester type polymer dye prepared by the method is well compatible with polypropylene plastics after addition of a compatibilizing agent, has the advantages of even and full dyeing and excellent migration resistance performance, and can meet the application of the colored polypropylene plastics in the textile, food packaging and other fields.

Description

technical field [0001] The invention belongs to the technical field of polymer dyes, and in particular relates to an alicyclic polyester type polymer dye used for dyeing polypropylene plastics and a preparation method thereof. Background technique [0002] Polypropylene plastic is a kind of thermoplastic resin prepared by polymerization of propylene, usually a translucent colorless solid, non-toxic and tasteless. Due to its regular structure and high crystallization, its melting point reaches above 150°C, and its density is 0.851-0.935 g / cm3. It has many advantages such as light weight, mildew resistance, and chemical corrosion resistance. It also has abundant raw material sources, simple production process, and low cost. , so the polypropylene plastic industry is developing rapidly. Its products include fibers, films and other products, which are widely used in textiles, food packaging, tableware and other fields. [0003] However, polypropylene plastic is a non-polar poly...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/199C08G63/688C08G63/685C08G63/682C08L23/12C08L67/02C09B69/10
CPCC08G63/199C08G63/6826C08G63/6856C08G63/6886C08L23/12C09B69/109C08L67/02
Inventor 顾群刘晓梅明亮
Owner 宁波龙欣精细化工有限公司
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