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Carbazolyl-functional linear polysiloxanes, silicone composition, and organic light-emitting diode

A technology of carbazole-based functional polysiloxane, which is applied in the direction of luminescent materials, electroluminescent light sources, light sources, etc., can solve the problems of undisclosed siloxane compositions, etc., and achieve improved electroluminescence efficiency and good wear resistance performance, good primer-free adhesion

Inactive Publication Date: 2006-09-27
DOW CORNING CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Although the foregoing references disclose linear polysiloxanes containing carbazolyl alkyl groups, they do not disclose the carbazolyl-functional linear polysiloxanes, silicone compositions, cured carbazolyl-functional polysiloxanes of the present invention. Silicone or OLED

Method used

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  • Carbazolyl-functional linear polysiloxanes, silicone composition, and organic light-emitting diode
  • Carbazolyl-functional linear polysiloxanes, silicone composition, and organic light-emitting diode
  • Carbazolyl-functional linear polysiloxanes, silicone composition, and organic light-emitting diode

Examples

Experimental program
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Effect test

Embodiment 1

[0224] Embodiment 1: Preparation of poly[3-(N-carbazolyl)propylmethylsiloxane]

[0225] In a dry flask equipped with a magnetic stirrer, nitrogen inlet, and thermometer, combine N-allylcarbazole (11.40 g, 0.055 mol) in an amount sufficient to provide a degree of polymerization (dp) of 0.05 mol silicon-bonded hydrogen atoms 115 trimethylsiloxy-terminated poly(methylhydrogensiloxane), and 10 g of anhydrous toluene. Composed of 62% 1,3-divinyl-1,1,3,3-tetramethyldisiloxane and 38% 1,3-divinyl-1,1,3,3-tetramethyldisiloxane A solution of a platinum (IV) complex of an oxane was added to the mixture in an amount sufficient to obtain a platinum concentration of 10 ppm. The flask was placed in an oil bath at 60°C, and the progress of the reaction was monitored by periodically withdrawing aliquots of the mixture for FTIR analysis. When at 2100-2200cm -1 At the point when Si-H uptake was no longer evident, the solvent was removed by venting the flask, continuously purging the system w...

Embodiment 2

[0228] Embodiment 2: Preparation of poly[3-(N-carbazolyl)propylethylsiloxane]

[0229] The title compound was prepared using the method of Example 1 except that poly(methylhydrogensiloxane) was replaced by trimethylsiloxy-terminated poly(ethylhydrogensiloxane) having a viscosity of 75-125 cSt at 25°C oxane), and the reaction mixture was heated at 60 °C for 2 hours before the solvent was removed. The IR spectrum of the mixture shows that at 2141cm -1 There is a weak absorption at , demonstrating the presence of 1-5 mol% residual Si-H groups in the polysiloxane product.

[0230] product of 13 The C NMR spectrum shows that the corresponding Si-CH 2 -CH 2 Signals at 22.3 ppm and 14.6 ppm for radicals. 29 Si NMR spectroscopy demonstrated a weak signal at -36.6 ppm, demonstrating the presence of residual Si-H groups. TGA results showed that the decomposition temperature of polysiloxane was 380°C in air and 420°C in helium. Table 1 shows the optical properties of the carbazoly...

Embodiment 3

[0233] Example 3: Preparation of poly{[3-(N-carbazolyl)propylethylsiloxane]-co-[2-(trimethoxysilylpropoxycarbonyl)-2-methylethyl Silicone]}

[0234] Combine N-allylcarbazole (4.92g, 0.024mol) in a flask under nitrogen, 1.5g trimethylsiloxy-terminated poly(methylhydrogensiloxane) with a dp of 115, 0.3g ( 1.2 mmol) of 3-methacryloxypropyltrimethoxysilane and 6 g of anhydrous toluene. After mixing thoroughly, using a syringe, 0.06 g of 0.31% 1,3-divinyl-1,1,3,3-tetramethyldisiloxane and 0.19% 1,3-divinyl-1 , A solution of the platinum(IV) complex of 1,3,3-tetramethyldisiloxane in 2-propanol was added to the mixture. The flask was placed in an oil bath at 80°C for 4 hours. A second portion of 3-methacryloxypropyltrimethoxysilane (0.3 g, 1.2 mmol) was added to the mixture. After heating the mixture at 80° C. for an additional 2 hours, 1.0 g (4.8 mmol) of N-allylcarbazole was added to the mixture. The solvent was removed by venting the flask, continuously purging the system wit...

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PUM

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Abstract

Carbazolyl-functional linear polysiloxanes containing N-carbazolylalkyl groups and hydrolysable groups, a silicone composition containing a carbazolyl-functional linear polysiloxane, a curd carbazolyl-functional polysiloxane prepared by curing the silicone composition, and an organic light-emitting diode (OLED) containing a carbazolyl-functional polysiloxane.

Description

[0001] The present invention relates to carbazolyl-functional linear polysiloxanes, and more particularly, to carbazolyl-functional linear polysiloxanes containing N-carbazolylalkyl and hydrolyzable groups. The present invention also relates to silicone compositions containing carbazolyl-functional linear polysiloxanes, cured carbazolyl-functional polysiloxanes prepared by curing the silicone compositions, and carbazolyl-functional polysiloxanes containing carbazolyl-functional polysiloxanes. organic light-emitting diodes (OLEDs) of polysiloxane. Background technique [0002] Carbazolyl-functional linear polysiloxanes containing carbazolylalkyl groups are well known in the art. For example, Strohriegl (Makromol. Chem., Rapid Commun., 1986, 7, 771-775) describes the preparation and characterization of a series of polysiloxanes with pendant carbazolyl groups separated by alkylene spacers. Open carbazole unit and siloxane backbone. [0003] U.S. Patent No. 4933053 to Tieke disc...

Claims

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Application Information

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IPC IPC(8): C08G77/388G09G3/32H01L27/15H01L51/00H01L51/40C08G77/50C09D183/14H01L51/30H01L51/50
CPCH01L51/5012H01L51/5048H01L51/0039H01L51/0042C09D183/14C08L83/14C08G77/50H05B33/14C09K11/06C08L83/08H01L51/0062C08G77/388C09K2211/1466H01L51/0094H01L51/0081H10K85/146H10K85/115H10K85/649H10K85/324H10K85/40H10K50/14H10K50/11C08L83/00C08G77/04H10K10/00
Inventor T·铃木S·许
Owner DOW CORNING CORP
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