Process for the preparation of amine-amide-functional siloxanes

An amino-functional, siloxane-based technology, applied in chemical instruments and methods, improved hand fibers, and compounds of elements in group 4/14 of the periodic table, can solve problems such as increased viscosity and affecting application properties

Inactive Publication Date: 2011-08-31
EVONIK DEGUSSA GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, the insertion of amide functional groups leads to a significant increase in viscosity, which, presumably, will greatly affect many application properties

Method used

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  • Process for the preparation of amine-amide-functional siloxanes
  • Process for the preparation of amine-amide-functional siloxanes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0128] Mix 191 g of the general formula [HOSiMe 2 o 1 / 2 ] 2 [SiMe 2 o 2 / 2 ] 38 of siloxane and 7.4g of formula Me(EtO) 2 Si(CH 2 ) 3 NH 2 aminofunctional silane, and added 1.3 g of acetic anhydride. The mixture was heated to 90 °C and stirred at 100 mbar for 3 h. The distillate formed was removed from the reaction mixture. This gives an amido-amino-functional siloxane with a viscosity of 4500 mPas.

Embodiment 2

[0132] In a 250 ml three-necked flask equipped with a precision ground glass stirrer and thermometer, 189 g of the general formula [HOSiMe 2 o 1 / 2 ] 2 [SiMe 2 o 2 / 2 ] 38 Siloxane, 7.3g formula Me(EtO) 2 Si(CH 2 ) 3 NH 2 Aminofunctional silane and 3.0 g of trimethylethoxysilane, and 1.3 g of acetic anhydride was added. The mixture was heated to 90 °C and stirred at 100 mbar for 3 h. The distillate formed was removed from the reaction mixture. An amido-amino-functional siloxane with a viscosity of 2600 mPa s was obtained. 29 Si-NMR spectroscopic studies showed that 53% of the chain end groups of the obtained polymer were trimethylsilyl groups.

Embodiment 3

[0134] In a 250 ml three-necked flask equipped with a precision ground glass stirrer and thermometer, 189 g of the general formula [HOSiMe 2 o 1 / 2 ] 2 [SiMe 2 o 2 / 2 ] 38 Siloxane, 7.3g formula Me(EtO) 2 Si(CH 2 ) 3 NH 2 Aminofunctional silane and 2.0 g of bis(trimethylsilyl)amine, and 1.3 g of acetic anhydride was added. The mixture was heated to 90 °C and stirred at 100 mbar for 3 h. The distillate formed was removed from the reaction mixture. An amido-amino-functional siloxane with a viscosity of 2100 mPa s was obtained. 29 Si-NMR spectroscopic studies showed that 61% of the chain end groups of the obtained polymer were trimethylsilyl groups.

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Abstract

The invention describes amine-amide-functional siloxanes and a process for the preparation thereby of by the chemical reaction of SiOH-functional siloxanes with amino-functional silanes in the presence of carboxylic acid anhydrides.

Description

Background technique [0001] Amino-functional siloxanes are often used in the textile industry as fiber lubricants, laundry softeners or as anti-wrinkle aids. Furthermore, they are also widely used in personal care applications, for example as hair conditioners. [0002] In contrast, siloxanes with amide functional groups attached to the siloxane backbone in addition to amino functional groups have not received attention in the patent literature, although this type of compound has special properties due to the insertion of amide functional groups. For example, the insertion of amide functional groups leads to a significant increase in viscosity, which, presumably, will greatly affect many applied properties. [0003] The reason why this type of compound was not used may be due to the more complex preparation of amino- and amide-functional silicones, since pure aminosiloxanes are used as starting materials, since the amide functionality needs to be first inserted into the polym...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G77/388C08G77/26C07F7/10C08L83/08
CPCD06M2200/50D06M2200/40D06M15/643D06M15/6436C08G77/445C08G77/26
Inventor M·费伦茨C·蒙德W·克诺特S·西尔伯
Owner EVONIK DEGUSSA GMBH
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