Polybenzoxazine composition

A technology of polymer composition, benzoxazine, applied in coating, chemical recycling, etc.

Inactive Publication Date: 2012-07-11
3M INNOVATIVE PROPERTIES CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the resulting polybenzo Oxyzine-epoxy hybrids still retain many of the limitations of epoxies, necessitating giving up many of their valuable properties (such as the toughness of epoxies)

Method used

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Examples

Experimental program
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example

[0108] All parts, percentages, ratios, etc. in these examples are by weight unless otherwise indicated. Solvents and other reagents used were obtained from Sigma-Aldrich Chemical Company (Milwaukee, WI) unless otherwise indicated.

[0109] Material

[0110] Benzo Azine A: XU3560 TM Benzo Oxyzine is bis(3-phenyl-3,4-dihydro-2H,3-benzo azinyl) isopropane, a bisphenol-derived benzo Zine, available from Huntsman Corporation, The Woodlands TX.

[0111] JEFFAMINES TM D400 and D2000 are diamine-terminated poly(oxyalkylenes) with molecular weights of about 400 and 2000, respectively. All JEFFAMINEs were obtained from Huntsman Corporation.

[0112] Benzo Zine B * is using benzo Azine B (the following is based on JEFFAMINE TM D400 Benzo oxazine) and compounded with 25% by weight of silicone-based core-shell particles from Kaneka Texas Corporation (Pasadena, TX).

[0113] Benzo Azine A * is using benzo Zine A (60 wt %), MEK (20 wt %) and core-shell particles...

preparation example

[0126] Benzo Zine B and C

[0127] By mixing Jeffamine D-400 in a 2L round bottom flask equipped with a reflux condenser TM A mixture of diamine (43 g, 0.1 mol), paraformaldehyde (13.2 g, 0.44 mol) and phenol (18.8 g, 0.2 mol) to prepare benzos derived from poly(ethylene oxide) diamine Zine B. The mixture was then heated to 100°C for 10 hours. The reaction mixture was cooled and condensed water was removed under reduced pressure. The resulting product (ca. 95% yield, structure confirmed by NMR) was used without further purification.

[0128] Using the same procedure, using the diamine JEFFAMINE TM D2000 Preparation of Benzo Zinc C.

[0129] DEG-SbF 5 acid catalyst

[0130] The catalyst was prepared according to the procedure disclosed in US Patent 4,503,211 (Robins) but without the use of hindered amines. Representative preparations are as follows:

[0131] In a 100 mL 3-neck flask equipped with a stirrer, addition funnel, thermometer and means to excl...

example 1-13

[0133] The benzos mixed in the specified ratio The oxazine was heated to 130°C in a metal container and held for 30 minutes. Stir the mixture, let it cool to about 100°C, and add 5% DEG*SbF to it 5 catalyst. The resulting solution was then cast into a silicone mold placed between two silicone release liner coated PET sheets. The mold consisted of an approximately 1 mm thick sheet with rectangular cutouts (approximately 5 mm wide x 30 mm long) and square cutouts (approximately 10 mm x 10 mm) to prepare samples for dynamic mechanical analysis.

[0134] The assembly was then sandwiched between two glass sheets and allowed to cure at 177°C for 30 minutes. The gripper assembly was then cooled to room temperature before the samples were removed and evaluated using a Seiko Instruments Dynamic Mechanical Analyzer (DMA) in tensile mode at temperatures ranging from -80°C to 300°C. Cured samples were clear and dark amber in color. After the manipulation, the samples were removed, i...

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Abstract

A curable composition comprising a benzoxazine compound and a pentafluoroantimonic acid catalyst is described. The curable composition may be cured to produce cured compositions useful in coating, sealants, adhesive and many other applications.

Description

technical field [0001] The invention describes a method for preparing polybenzoic acid by using pentafluoroantimonic acid catalyst method of oxazine. Background technique [0002] Benzo oxazines and benzos Compositions of Benzoxazines are known (see e.g. U.S. Pat. Resins (based on benzo Development of a new class of electronic packaging materials of the ternary system of oxazine, epoxy resin and phenolic resin)", Polymer, 41, 7941-49 (2000); and H.Kimura et al., "New Thermosetting Resin from Bisphenol A- based Benzoxazine and Bisoxazoline (from bisphenol A-based benzoxazine zine and bis Novel thermosetting resins of oxazolines), J. App. Polym. Sci., 72, 1551-58 (1999). [0003] US Patent 7,517,925 (Dershem et al.) describes benzo oxazine compounds and benzos A thermosetting resin composition prepared from an oxazine compound. The composition is said to be useful for increasing adhesion at interfaces within microelectronic assemblies with reduced shrinkage a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/02C08K5/59
CPCC08L79/04C08L51/06C08K5/17C08K5/59C08L71/02C08G73/06Y02P20/582C09D179/04
Inventor 伊利耶·戈罗迪舍
Owner 3M INNOVATIVE PROPERTIES CO
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