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Novel carbodiimides, processes for their production and uses

A carbodiimide, carbon atom technology, applied in the field of protection from hydrolysis degradation, can solve the problems of insufficient reactivity stabilization, no, no hydrolysis-inhibition effect, etc.

Active Publication Date: 2019-04-23
LANXESS DEUTDCHLAND GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Furthermore, in some PU, PET, PLA or lubricant applications, its reactivity and / or its stabilizing effect are insufficient at the concentrations used as standard
Polymeric carbodiimides based on inexpensive raw materials (such as those described in DE-A 2248751 and US-A 2941983) are not sufficiently sterically hindered and do not show a good hydrolysis-inhibiting effect

Method used

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  • Novel carbodiimides, processes for their production and uses
  • Novel carbodiimides, processes for their production and uses
  • Novel carbodiimides, processes for their production and uses

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0074] Exemplary implementation

[0075] Test on:

[0076] 1) CDI(A): Carbodiimides according to formula (I), wherein R=NCO and n>20, have an NCN content of about 11 wt % and have an NCO content of <1 wt %, comp.

[0077] 2) CDI(B): carbodiimides of formula (I), wherein R = -NHCOOR III and R III = Cyclohexyl with an NCN content of about 6 wt% and n = about 3, invented.

[0078] Comparative Carbodiimides Production of CDI(A)

[0079] A 250 ml four-necked flask, which had been baked and purged with nitrogen, was initially filled with 92 g of the diisocyanate of formula (II) (M-DIPI) under a nitrogen stream. 50 mg of 1-methylphosphene oxide were added and the mixture was heated to 160°C. Carbodiimidization (in which carbon dioxide is eliminated) is then carried out at 160° C. until an NCO content of about 1% by weight has been achieved. The product obtained at 160° was no longer stirrable. At 140°C the viscosity is >1000 Pas and thus granulation is not possible.

[008...

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Abstract

The present invention relates to novel carbodiimides comprising terminal urea and / or urethane groups having the formula (I), wherein R may be the same or different and are selected from -NHCONHR I ‑,‑NHCONR'R II ‑and‑NHCOOR III ‑groups of groups in which R I and R II are the same or different and correspond to CrC-22-alkyl-, C 6 -C 12 ‑Cycloalkyl‑, C 6 -C 18 ‑aryl‑ or C 7 -C 18 ‑aralkyl group, and R III corresponds to C 1 -C 22 ‑Alkyl‑, C 6 -C 12 ‑Cycloalkyl‑, C 6 -C 18 ‑aryl‑ or C 7 -C 18 ‑aralkyl groups, or unsaturated alkyl groups having 2‑22 carbon atoms, or alkoxypolyoxyalkylene groups, and n=0 to 20; their production and their use as stabilizers in esters Use of polymeroids, especially in membranes for protection against hydrolytic degradation.

Description

technical field [0001] The present invention relates to novel carbodiimides having terminal urea and / or urethane groups, their production and their use as stabilizers in ester polymers, especially in films for protection against hydrolytic degradation. Background technique [0002] Carbodiimides have proven useful in many applications, such as hydrolysis inhibitors for ester-based thermoplastics, polyols, polyurethanes, and the like. [0003] For this purpose, preference is given to using sterically hindered aromatic monocarbonyl diamides. In this respect, 2,6-diisopropylphenylcarbodiimide is especially well known. However, these carbodiimides have the disadvantage of being volatile even at low temperatures. They are thermally unstable and can eliminate volatile substances (degassing). Other carbodiimides, as described in EP 0 628 541 A1, are based on specific raw materials, which are expensive to obtain. They also have a high viscosity at room temperature, which hinders...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C271/28C07C275/40C08L67/00C08L79/08
CPCC07C271/28C07C275/40C08J5/18C08L67/00C08J2479/08C08J2367/00C08L2203/16C08L79/08C08K5/29C07C2601/14C07C263/06C07C267/00
Inventor 威廉·劳费尔福尔克尔·文策尔
Owner LANXESS DEUTDCHLAND GMBH
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