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Bio-based pentamethylene diisocyanate curing agent and preparation method and application thereof

A pentamethylene diisocyanate, bio-based technology, used in organic chemistry, chemical recycling, polyurea/polyurethane coatings, etc., can solve problems such as affecting product appearance and performance, unsatisfactory catalyst dispersion, and troublesome separation. Good chemical resistance, stable and controllable reaction process, and reduced preparation costs

Active Publication Date: 2022-08-09
CNOOC CHANGZHOU PAINT & COATINGS IND RES INST +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since the bio-based pentamethylene diisocyanate PDI is prepared from the bio-based raw material 1,5-pentamethylenediamine PDA through the phosgene method, its PDI monomer usually contains a lot of trace bio-based impurities, resulting in its There are also the following problems in the process of synthesizing isocyanate polymers: 1) trace impurities remaining in the bio-based pentamethylene diisocyanate PDI monomer affect the physical and chemical properties such as chromaticity, viscosity and transparency of PDI isocyanate polymers, and then Affect the appearance and performance of subsequent products; 2) Since the reactivity of bio-based pentamethylene diisocyanate PDI is higher than that of hexamethylene diisocyanate HDI, in the process of synthesizing isocyanate polymer, bio-based pentamethylene diisocyanate Isocyanate PDI is more sensitive to the catalyst, resulting in unsatisfactory dispersion of the catalyst, which is likely to cause the generation of gel particles and cause trouble for subsequent separation; due to the unsatisfactory dispersion of the catalyst, it is necessary to increase the amount of catalyst used, which will easily lead to an increase in the viscosity of the PDI isocyanate polymer , the chroma increases, and even the phenomenon of bursting occurs, which seriously affects the appearance and performance of subsequent products

Method used

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  • Bio-based pentamethylene diisocyanate curing agent and preparation method and application thereof
  • Bio-based pentamethylene diisocyanate curing agent and preparation method and application thereof
  • Bio-based pentamethylene diisocyanate curing agent and preparation method and application thereof

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preparation example Construction

[0037] Examples of the present invention provide a preparation method for biological types of penta methylxylxyl axyl axyl axyls, including the following steps:

[0038] Step 1): Under the protection of nitrogen, add pupar methalisocyanate PDI to the reaction bottle;

[0039] Step 2): Add catalyst A to the reaction bottle, pre -react 0-5h at 50-150 ° C;

[0040] Step 3): Add PDI trimore catalyst to the reaction bottle, stir at a warming reaction of 1h to 10h at 50 ° C ° C, and test the NCO content every 15 minutes;

[0041] Step 4): When the NCO content reaches the preset content value, add a polymer to the reaction bottle. At 50 ~ 100 ℃, the insulation reaction is 1h to 5h;

[0042] Step 5): Add antioxidants D to the reaction bottle, the insulation reaction is 0.5h to 1h at 50 ~ 100 ℃, and the pdi isocyanate composition E is obtained from the discharge

[0043] Step 6): Use a film evaporator to pre -separate the product PDI isocyanate composition E to remove the PDI monomer of PD...

Embodiment 1

[0058] Take PDI (Silver Silver Light) 500 mass, add catalyst A two sub -phosphoric acid tetraolitic alcohol di kinds of 0.5 mass, heat it under the protection of nitrogen to 100 ° C, pre -reacting for 2h, nitrogen flow control to 50ml / min, and then Cooling to 50 ° C, the diluted PDI trimer catalyst, the temperature to 60 ° C, every 15 minutes test -NCO content, the NCO drops to 42.7 %, adds a mass of polymer neighboring, 1 mass, at 60 ° C, at 60 ° C At the temperature of 0.5h at the temperature, the antioxidant D D is 3,9-double [1, 1-two-based-2- [(3-unbardine-4-hydroxyl-5-methylphenyl) oblite oxygen Base] Acelis] -2, 4, 8, 10-tetra oxygen-oxygen [5.5] elevenane 0.5 quality portion, reaction 1h, stop reaction, ingredients to get PDI isocyanate composition E.

[0059]The diluted PDI trimer catalysts are prepared for: 2 catalyst catalysts of 0.1 quality portion are added to the three sibal acetate in the three scholarship, and the low temperature is stirred for 1h. The diluted PDI ...

Embodiment 2

[0062] Take PDI (Silver Silver Light) 500 mass, add 0.5 quality portion of pentaoltanoltanol di kinds of pentaoltanol in the catalyst, heat it under the protection of nitrogen to 100 ° C, pre -react 2h, nitrogen flow 50ml / min, and then cool down to 50 to 50 ° C, adding diluted PDI tritenuat catalysts to 60 ° C, testing every 15min -NCO content, NCO drops to 41.8 %, add 1 mass portion of the barrene neighboring toluene, Insulation 0.5h, antioxidant D is 3,9-double [1, 1-two-base-2- [(3-unitarine-4-hydroxyl-5-methaline) propyanohohol Base] -2, 4, 8, 10-tetraoxic snails [5.5] elevenane 0.5 mass, reaction 1h, stop reaction, ingredients get PDI isocyanate composition E;

[0063] The diluted PDI trimer catalysts are prepared for: 1 -quality acetate and 1 quality methanol with a catalyst of 0.1 mass catalyst and 1h. The diluted PDI trimer catalyst is added to the way to distribute a reaction bottle one by one. The drip speed is 5 drops / min, divided into three drops, each time the interva...

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Abstract

The invention relates to a method for preparing a polyisocyanate containing allophanate and isocyanurate groups, in particular to a bio-based pentamethylene diisocyanate curing agent and a preparation method and application thereof. The preparation method of the bio-based pentamethylene diisocyanate curing agent provided by the present invention can prepare the polyisocyanate curing agent containing allophanate and isocyanurate groups. The concentration of hydrolyzed chlorine is 0-50ppm. After the PDI monomer and the catalyst A are mixed, pre-react for 0~5h, the PDI trimer catalyst is added dropwise at a constant speed under the dilution of the mixed solvent (solvent B and solvent C), and the polymerization reaction is carried out, and the conversion rate reaches 30%- 40%, add polymerization inhibitor to terminate the reaction, add antioxidant D, and obtain PDI type polyisocyanate composition through two-stage separation of thin film evaporator and molecular still, the residual PDI monomer in the product is ≤ 0.5%, the viscosity is low, Light color, good compatibility with hydroxyl resin, high reactivity, high gloss, good chemical resistance and so on.

Description

Technical field [0001] The present invention is the field of polykeexate curing agent technology. Specifically, it involves a biological basal type of pinomar methalisanopalonate curing agent and its preparation methods and applications. Background technique [0002] In recent years, in my country's high -performance polyurethane coating industry, the research on biological types of polytyorne polymers has attracted more and more attention and research by relevant scientific and technical personnel at home and abroad. Polycisiest is an indispensable part of polyurethane resin, which is directly related to the comprehensive physical and chemical performance of materials. The aromatherapy polykeein, such as TDI and MDI, has a rigid benzene ring structure and has certain limitations in terms of weather resistance. Therefore, fatty polynal esters such as IPDI and HDI (Six Asian methylbiablybly) are becoming more and more popular, especially the direct -chain fat structure HDI. A cert...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/09C08G18/79C09D175/04C07D251/34
CPCC08G18/09C08G18/792C09D175/04C07D251/34Y02P20/584
Inventor 谭伟民王黎狄志刚史立平雒新亮王亚鑫郁飞刘仲阳何毅
Owner CNOOC CHANGZHOU PAINT & COATINGS IND RES INST
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