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Oligomeric organosilanes, the production thereof and the use thereof in rubber mixtures

A polyorganosilane and alkyl technology, which is applied in organic chemistry, chemical instruments and methods, compounds of group 4/14 elements of the periodic table, etc., can solve problems such as poor processability and poor tear strength

Active Publication Date: 2016-11-30
EVONIK OPERATIONS GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Disadvantages of known oligo / polysiloxanes are poor processability and poor tear strength

Method used

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  • Oligomeric organosilanes, the production thereof and the use thereof in rubber mixtures
  • Oligomeric organosilanes, the production thereof and the use thereof in rubber mixtures
  • Oligomeric organosilanes, the production thereof and the use thereof in rubber mixtures

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0122] by VP Si / octyltriethoxysilane / Marlosol (1:0.5:0.5)—0.8 equivalent water to prepare

[0123] VP Si (417g) and octyltriethoxysilane (242g) were charged to a stirring apparatus and heated to 85°C. A mixture of water (38 g) and concentrated HCl (0.3 g, 37%) in ethanol (363 g) was then added dropwise and the mixture was stirred for 8.5 hours. After the end of the oligomerization, the solvent and alcohol formed in the hydrolysis were removed under reduced pressure. Add Marlosol (368g) and tetra-n-butyl titanate (0.5g) and heat to 140° C. for 1 hour to react. The ethanol formed was removed by distillation under reduced pressure. The bottom product (733 g, 95% of theory) was a viscous orange liquid.

[0124] Density (20°C): 1.012g / cm 3

[0125] 29 Si NMR: 3% silane (VP Si Octyltriethoxysilane), 49% M structure, 40% D structure, 9% T structure

[0126] GPC: Mn=967g / mol, Mw=1234, Mz=1536, PDI=1.2761

[0127] Alkyl polyether group -O-(R 5 -O) m -R 6 Molar ratio t...

Embodiment 2

[0129] by VP Si / Propyltriethoxysilane / Marlosol (1:0.5:0.5)—0.8 equivalent water to prepare

[0130] VP Si (417g) and propyltriethoxysilane (181g) were added to a stirring apparatus and heated to 85°C. A mixture of water (38 g) and concentrated HCl (0.3 g, 37%) in ethanol (363 g) was then added dropwise and stirred for 8 hours. After the end of the oligomerization, the solvent and alcohol formed in the hydrolysis were removed under reduced pressure. Add Marlosol (368g) and tetra-n-butyl titanate (0.5g) and heat to 140° C. for 1 hour to react. The ethanol formed was removed by distillation under reduced pressure. The bottom product (751 g, 94% of theory) was a viscous colorless liquid.

[0131] Density (20°C): 1.029g / cm 3

[0132] 13 C NMR: 78.6 mol% SiOEt, 21.4 mol% SiOR

[0133] 29 Si NMR: Propyltriethoxysilane), 60% M structure, 35% D structure, 4% T structure

[0134] GPC: Mn=757g / mol, Mw=1066, Mz=1417, PDI=1.4082

[0135] Alkyl polyether group -O-(R 5 -O) ...

Embodiment 3

[0137] by VP Si / Phenyltriethoxysilane ( 9265) / Marlosol(1:0.5:0.5)—0.8 equivalent water to prepare

[0138] VP Si (417g) and 9265 (210 g) was added to the stirring apparatus and heated to 88°C. A mixture of water (38 g) and concentrated HCl (0.3 g, 37%) in ethanol (363 g) was then added dropwise and the mixture was stirred for 6 hours. After the end of the oligomerization, the solvent and alcohol formed in the hydrolysis were removed under reduced pressure. Add Marlosol (368g) and tetra-n-butyl titanate (0.5g) and heat to 140° C. for 1 hour to react. The ethanol formed was removed by distillation under reduced pressure. The bottom product (797 g, 99% of theory) was a viscous, pale yellow liquid.

[0139] Density (20°C): 1.050g / cm 3

[0140] 29 Si NMR: 3% VP Si 1% 9265, 51% M structure, 37% D structure, 8% T structure

[0141] GPC: Mn=770g / mol, Mw=1013, Mz=1300, PDI=1.3156

[0142] Alkyl polyether group -O-(R 5 -O) m -R 6 Molar ratio to silicon = 0.33

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Abstract

The present invention concerns oligomeric oligosilanes containing at least two different structural units within a molecule, chosen from the structural units A, B, C or D and linked in any linear, branched or cyclic arrangement, at least one group R, R1, R2, R3, R4 or R7 being an alkyl polyether group -O-(R5-O)m-R6, the production thereof and the use thereof in rubber mixtures.

Description

technical field [0001] The present invention relates to oligomeric organosilanes, a process for their preparation and their use in rubber mixtures. Background technique [0002] Sulfur-containing organosilicon compounds such as 3-mercaptopropyltrimethoxysilane or bis(3-[triethoxysilyl]propyl)tetrasulfane are known to be useful as silanes in rubber compounds with oxidative fillers Adhesion promoters or strengthening aids for treads and other components of automobile tires (DE 2 141 159, DE 2 212 239, US 3 978 103, US 4 048 206). [0003] EP 0784072A1 discloses rubber mixtures based on at least one elastomer with silica as filler and reinforcing auxiliaries, which are prepared by mixing at least one functional polyorganosiloxane compound or an in situ reaction product thereof, and which contain Functional organosilanes as additional ingredients. The monomer units used are especially 3-mercaptopropyltrialkoxysilane or bis(trialkoxysilylpropyl)tetrasulfane, each carrying 3 and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08L83/12
CPCC08G77/045C08G77/28C08G77/392C08G77/46C08L83/12C08L9/00C08L83/06C08G77/08C08K5/54C08L21/00C08K5/548C07F7/1804
Inventor A·布卢默R·默泽S·罗森斯廷格尔
Owner EVONIK OPERATIONS GMBH