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Polyisocyanate composition and coating composition using same

A polyisocyanate, isocyanurate technology, applied in the direction of polyurea/polyurethane coatings, coatings, etc., can solve the problems of high viscosity, easy progress, poor curing, etc., achieve excellent stability, less increase, curing Excellent effect

Inactive Publication Date: 2014-11-05
ASAHI KASEI KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, in the conventional method, the structure of the isocyanurate is a symmetrical structure, so there are still cases where the crystallization easily proceeds due to the mixing of a small amount of moisture, and the moisture stability is insufficient.
[0005] In addition, secondly, the polyisocyanate composition obtained from 1,6-diisocyanatohexane is inferior to aromatic polyisocyanate compositions such as MDI (diphenylmethane diisocyanate) and TDI (toluene diisocyanate). There is a problem of poor curing
[0006] As a countermeasure, tin-based compounds such as dibutyltin dilaurate are sometimes used as curing accelerators, but the amount used tends to be limited due to concerns about its toxicity.
[0007] In addition, the polyisocyanate composition containing an isocyanurate structure may have a high viscosity, and when forming a coating film, the smoothness of the surface may be insufficient.

Method used

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  • Polyisocyanate composition and coating composition using same
  • Polyisocyanate composition and coating composition using same
  • Polyisocyanate composition and coating composition using same

Examples

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Embodiment

[0112] Hereinafter, the present invention will be described in more detail based on examples and comparative examples, but the present invention is not limited at all by the following examples.

[0113]

[0114] The viscosity was measured at 23° C. using an E-type viscometer (manufactured by TOKIMEC Corporation). A standard rotor (1°34'×R24) was used for the measurement. The rotation speed is as follows.

[0115] 100rpm (less than 128mPa·s)

[0116] 50rpm (128mPa·s or more and less than 256mPa·s)

[0117] 20rpm (more than 256mPa·s and less than 640mPa·s)

[0118] 10rpm (over 640mPa·s and less than 1280mPa·s)

[0119] 5rpm (1280mPa·s or more and less than 2560mPa·s)

[0120] In addition, the ratio of the non-volatile matter of the polyisocyanate composition produced in each Example and each comparative example mentioned later was investigated by the method described below, and the polyisocyanate composition whose value was 98 mass % or more was directly used for the visc...

Synthetic example 1

[0210] (Synthesis Example 1; Synthesis of Catalyst)

[0211] Into a 500 mL eggplant-shaped flask replaced with nitrogen, 200 g (0.116 mol) of tetramethylammonium hydroxide (10% by mass methanol solution) (manufactured by Tokyo Chemical Industry Co., Ltd.) was added at room temperature, and capric acid (Tokyo Kasei Co., Ltd.) 12.1 g (tetramethylammonium hydroxide / capric acid=1 / 1.1 (molar ratio)), and stirred at room temperature for 30 minutes. Then, methanol was distilled off under the conditions of 10 Torr, 50 degreeC, and 30 minutes. 32 g of n-butanol was added thereto to prepare a 50% by mass butanol solution of tetramethylammonium caprate. In addition, 40 g of n-butanol was further added to 10 g of this 50% by mass butanol solution of tetramethylammonium decanoate to prepare a 10% by mass tetramethylammonium decanoate butanol solution. Further, 15 g of n-butanol was further added to 10 g of this 10 mass % butanol solution of tetramethylammonium decanoate to prepare a 4 ma...

Embodiment 1

[0222]1000 g of HDI was heated to 80° C., and 1.5 g (0.77 mmol) of a 10% by mass n-butanol solution of tetraethylammonium fluoride hydrate (manufactured by Tokyo Chemical Industry Co., Ltd., CAS No.: 665-46-3) and Synthesis Example 0.5 g (corresponding to 0.20 mmol) of the n-butanol 10 mass % solution of tetramethylammonium caprate prepared in 1, when the NCO content in the reaction solution reached 39.3 mass %, 0.73 g of di-n-butyl phosphate ( 3.5 mmol) to stop the reaction. Next, using a thin-film evaporator, it was purified twice under the conditions of 160° C. and 0.2 Torr to obtain a compound with a nonvolatile content of 99.3% by mass, a viscosity of 2700 mPa·s (23° C.), an NCO content of 22.0% by mass, and a number average molecular weight of 656. Isocyanate composition P-1. When the phosphorus concentration of the obtained polyisocyanate composition was measured, it was 27 ppm. Moreover, when the HDI monomer mass concentration in a polyisocyanate composition was meas...

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Abstract

The invention provides a polyisocyanate composition and a coating composition using the same. The polyisocyanate composition has small additional amount of HDI monomers after storage, excellent stability in a closed vessel and in a humid environment, and excellent curing property. The polyisocyanate composition is obtained at least by using 1,6-diisocyanatohexane. The polyisocyanate composition comprises an isocyanurate structure and an imino oxadiazinedione structure; and a phosphorus concentration is 0.01-100 ppm.

Description

technical field [0001] The present invention relates to a polyisocyanate composition and a coating composition using the same. Background technique [0002] Polyisocyanate compositions containing isocyanurate structures obtained from 1,6-diisocyanatohexane (HDI; also known as hexamethylene diisocyanate) and coating compositions using them are known ( For example, Patent Documents 1 to 3). A polyisocyanate composition having an isocyanurate structure and a coating composition using the same are widely used because they are superior in weather resistance and heat resistance compared with other structures. However, a polyisocyanate composition containing an isocyanurate structure and a coating composition using the same have a problem that cloudiness tends to occur when moisture such as moisture in the air is mixed. [0003] Moreover, the technique which improves the stability in the airtight container and the moisture exposure condition by adding a small amount of phosphorus...

Claims

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Application Information

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IPC IPC(8): C08G18/78C09D175/06
CPCC08G18/02C08G18/022C08G18/025C08G18/027C08G18/79C08G18/792C08G18/797C08G18/798C09D175/04
Inventor 山内理计渡边慎一郎
Owner ASAHI KASEI KK
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