Process for the preparation of thermoplastic polyurethanes based on 1,5-naphthalene-diisocyanate

A technology of thermoplastic polyurethane and diisocyanate, which is applied in the field of preparation of thermoplastic polyurethane based on 1,5-naphthalene-diisocyanate, and can solve problems such as prepolymer instability and side reactions

Inactive Publication Date: 2008-12-03
BAYER MATERIALSCIENCE AG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The prepolymer thus formed is relatively uns...

Method used

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  • Process for the preparation of thermoplastic polyurethanes based on 1,5-naphthalene-diisocyanate
  • Process for the preparation of thermoplastic polyurethanes based on 1,5-naphthalene-diisocyanate
  • Process for the preparation of thermoplastic polyurethanes based on 1,5-naphthalene-diisocyanate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] Example 1: Preparation of NDI-based, storage-stable NCO prepolymers (according to the invention)

[0077] Dehydrate 100 parts by weight (pbw) of poly-e-caprolactone derived from neopentyl glycol and having a hydroxyl number of 70 mg KOH / g, at 118° C. with 26.03 pbw of Desmodur 15 polyisocyanates were stirred together. After 11 minutes, the reaction temperature rose to 129°C. The mixture was cooled to 65°C over 10 minutes. The prepolymer was divided into samples which were analyzed after different storage times to determine viscosity (measured at 120°C), appearance (evaluated at a temperature of 50°C) and NCO values ​​(see Table 1).

[0078] Table 1 : Storage conditions and properties of prepolymers

[0079] Prepolymer No.

[0080] The storage conditions selected in Table 1 cover every conceivable temperature exposure the prepolymers may be subjected to after preparation. So, for example, "16 h at 65°C" (prepolymer 1.1, Table 1) simulates a cooling o...

Embodiment 2

[0081] Example 2: Preparation of NCO prepolymers used and not used according to the invention

[0082] Prepolymers were prepared as described in Example 1. The formulation and properties of the prepolymer are shown in Table 2.

[0083] For example, prepolymer 2.4 (Table 2) was prepared as follows:

[0084] Dehydration of 80 pbw poly-ε-caprolactone originating from neopentyl glycol and having a hydroxyl number of 70 mg KOH / g, at 118° C. with 20.48 pbw of Desmodur 15 polyisocyanates were stirred together. After 11 minutes, the reaction temperature rose to 129°C. The mixture was cooled to 65°C over 10 minutes. The prepolymer was divided into several samples, and the samples were analyzed after different storage times (24h, 48h and 1.5 months) at different storage temperatures (room temperature, 80°C and 100°C), and the viscosity (at 100 and 120°C measurement), appearance (evaluated at a temperature of 23°C) and NCO values ​​(see Table 2).

[0085] Table 2 : Preparati...

Embodiment 3

[0093] Analogously to Example 2, 100 pbw of poly-ε-caprolactone originating from neopentyl glycol and having a hydroxyl number of 70 mg KOH / g were dehydrated at 118° C. with 26.03 pbw of Desmodur 15 polyisocyanates were stirred together. After 11 minutes, the reaction temperature rose to 130°C (reaction end point). Thereafter, the mixture is divided into different batches, which are subjected to different temperatures and storage times. Due to the relatively small amount, the time required to reach the specified storage temperature varies and is in the range of minutes. In order to establish the comparability of the measurement results, the viscosity was recorded at 100°C using a "Physica MCR 51" viscometer from Anton Paar regardless of the previously determined storage temperature. The NCO content was measured in each case by methods known to those skilled in the art, ie reaction with excess dibutylamine and back titration thereof.

[0094]

[0095] Table 3 shows that ...

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Abstract

Thermoplastic polyurethanes (TPU) based on NDI are prepared by reacting specific, storage-stable NDI-based NCO prepolymers with chain extenders and granulating the largely reacted and cooled reaction melt. The TPU granules can then be processed to form shaped articles.

Description

technical field [0001] The present invention relates to a process for the preparation of thermoplastic polyurethanes (TPU) based on 1,5-naphthalene-diisocyanate (NDI). Background technique [0002] TPUs have been known and widely used for many years. In general, they consist primarily of linear units, comprising long-chain polyols, diisocyanates and short-chain diols (chain extenders). By choosing the nature of the constituent components and their stoichiometry, the properties of the material can be varied within wide limits. The performance of the elastomer is the result of the microscopic phase separation of the hard segment domains composed of diisocyanate and chain extender from the polyol matrix over the temperature range in which the elastomer is used. In order to achieve a sufficiently high molecular weight, the ratio of NCO groups to Zerewitinoff-active hydrogen atoms is generally chosen to be approximately 1:1. Optionally, a slight excess of NCO can also be provi...

Claims

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Application Information

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IPC IPC(8): C08G18/76C08G18/66C08G18/10
Inventor H·尼夫兹格J·M·巴恩斯H·－G·武索J·克劳斯
Owner BAYER MATERIALSCIENCE AG
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