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Biobased carbodiimides, a process for preparation thereof and use thereof

A carbodiimide, bio-based technology, applied in organic chemistry and other fields

Active Publication Date: 2013-02-27
LANXESS DEUTDCHLAND GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Unfortunately, biopolyols cannot simply replace petroleum-based polyols (petropolyols), as they may have problems related to viscosity, defined functionality (number of OH groups per molecule), aging behavior, odor, and several other factors Shortcomings

Method used

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  • Biobased carbodiimides, a process for preparation thereof and use thereof
  • Biobased carbodiimides, a process for preparation thereof and use thereof
  • Biobased carbodiimides, a process for preparation thereof and use thereof

Examples

Experimental program
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Effect test

example 1

[0059] Example 1: Preparation of bio-based carbodiimide A (according to the invention)

[0060] Add 101.0g P220, a polycarbodiimide based on tetramethylxylylenediisocyanate (NCN content about 14%) and heated to 100°C under nitrogen.

[0061] 41.0 g of polyethylene glycol (monomethyl ether) with an OH number of 165.7 and 38.5 g of polyethylene glycol (monomethyl ether) with an OH number of 65.2 were added thereto. R2-052-C (bio-based polyester polyol from urethane soy system = biopolyol). It was then stirred for a further 330 minutes, left overnight and heated to 120° C. the next day and stirred at 120° C. for a further 240 minutes. The proportion of biopolyols is 21%.

[0062] For the acid degradation of this biobased carbodiimide A

[0063] As will become known, the efficiency of a hydrolysis control agent based on sterically hindered carbodiimides can be tested via acid degradation in liquid polyester polyols.

[0064] in bio-based polyester polyols (derived from ure...

example 2

[0067] Example 2: Production of bio-based carbodiimide B (according to the invention)

[0068] Initially add 200g P220, a polycarbodiimide based on tetramethylxylylenediisocyanate (NCN content about 14%) and heated to 140°C under nitrogen.

[0069] At this point 238 g of Agrol 2.0, a biobased polyol from Cargill with an OH number of 74.5, was added.

[0070] The mixture is then stirred until the NCO content has dropped to zero. The proportion of biopolyols was 54%.

[0071] Acid degradation of this biobased carbodiimide B

[0072] In bio-based polyester polyols (from urethane soy systems The efficiency of bio-based carbodiimide B was tested in T22-60-C = biopolyols).

[0073] At 100°C, 1% or 2% of the above-mentioned bio-based carbodiimide B (sample (B)) was added to the biopolyol under stirring and the acid value was measured at regular intervals. result in figure 2 shown in . In both cases, acid degradation was clearly visible.

[0074] Therefore bio-based ca...

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PUM

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Abstract

The invention relates to novel biobased carbodiimides, to a process for preparation thereof and use thereof. The inventive biobased carbodiimides are the reaction product of at least one carbodiimide and an H-acidic compound which has been isolated or prepared from renewable raw materials and has a functionality of >1 and / or a hydroxycarboxylic ester having 2-24 carbon atoms.

Description

technical field [0001] The present invention relates to novel biobased carbodiimides, a process for their production and their use. The bio-based carbodiimide according to the invention comprises at least one carbodiimide with at least one hydrocarbon compound isolated or produced from renewable raw materials and having a functionality > 1 and / or having The reaction product of a hydroxycarboxylic acid ester of 2 to 24 carbon atoms. Background technique [0002] Organic carbodiimides are known and used, for example, as a stabilizer against hydrolytic degradation of various compounds containing ester groups. For example, they are mainly used in the field of polyaddition and polycondensation products, especially polyurethanes and thermoplastic polyesters. [0003] Polymers based on natural raw materials, such as bio-based polyols (natural oil polyols, biopolyols), are increasingly in demand. For example, the US government launched a new program in 2002 whereby products ca...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/28C08G18/36C08G18/42C08G18/79C07C267/00C08K5/00C08K5/29
CPCC08G18/797C07C267/00C08G18/4288C08G18/36C08K5/29C08G18/283C08L75/04C08G18/28
Inventor 威廉·劳弗阿明·埃克特弗兰科·奥尔西尼罗伯特·伊本
Owner LANXESS DEUTDCHLAND GMBH