Benzoxazine composition

A technology of benzoxazine and composition, applied in the field of catalysts, to achieve the effect of lowering polymerization temperature and reducing heat release

Active Publication Date: 2019-05-03
3M INNOVATIVE PROPERTIES CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the resulting polybenzoxazine-epoxy hybrids still retain many of the limitations of epoxy resins, necessitating giving up many of their desirable properties (such as the toughness of epoxy resins).

Method used

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preparation example Construction

[0045] The preparation of polyiodine can be similar to that of P.Dyson et al., Elemental iodine on imidazolium-based ionic liquids: solution and solid effects (Influence of Elemental Iodine on Imidazolium-BasedIonic Liquids:Solution and Solid-State Effects) , Inorg.Chem. ("Journal of Inorganic Chemistry"), 2015, Volume 54, those procedures described in pages 10504-10512 to complete. DOI10.1021 / acs.inorgchem.5b02021.

[0046] Methods of preparing quaternary ammonium halide salt precursors are known to those skilled in the art. The main method is to react a tertiary amine with the appropriate alkyl halide, haloalkyl ether or epoxide in the presence or absence of solvent. The reaction of tertiary amines with epoxides in aqueous media produces quaternary ammonium hydroxides, which are then neutralized with mineral acids (H-X) to yield quaternary ammonium halides. In this case, complexation with bromine to form the polyhalide ion XBr was determined by the mineral acid H-X used fo...

Embodiment

[0169] Unless specified to the contrary, amounts are given in equivalents (eq). Equivalents are based on moles of reactive groups per mole of reactant molecules. Thus, 2 equivalents of a difunctional reactant would represent one mole of that reactant, and one mole of a trifunctional reactant would represent 3 equivalents of that reactant. The catalyst was treated as a monofunctional catalyst.

[0170] List of abbreviations used :

[0171] BZ-1 Phenol-aniline benzo from Huntsman Advanced Materials

[0172] Oxazine

[0173] BZ-2 Benzoxazines derived from p-cresol, aniline, and paraformaldehyde, via Ishida's U.S. Patent No. 5,

[0174] 543,516 prepared by the method.

[0175] BZ-3 Araldite MT35700 from Huntsman Advanced Materials

[0176] CAT-1 Iodine, CAS#: 7553-56-2 from Sigma-Aldrich, Milwaukee, WI

[0177] (Sigma-Aldrich, Milwaukee, WI).

[0178] CAT-2 1',1"'-Dimethyl-1,1"-dinuclear ferrocenium triiodide, CAS#: 113575-26-1, as in manufacture

[0179] Prepared as de...

preparation example 1

[0199] Following literature procedures, ferrocenium triiodide (CAT-4) salts were synthesized by adding stoichiometric amounts of iodine to neutral ferrocene in a suitable solvent. For example, triiodide is synthesized by adding (dropwise) 3.807 g of iodine dissolved in about 50 mL of pure ethanol to a stirred solution of 1.860 g (0.01 mole) of ferrocene (about 50 mL) also in pure ethanol. Ferrocenium. Before the addition, the solution was warmed slightly (approximately 40°C) to facilitate dissolution of the iodine and ferrocene. The mixture was stirred overnight at room temperature, and the dark blue / black crystallites that precipitated out of ethanol were collected by filtration, washed with additional pure ethanol, and dried under a stream of nitrogen.

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Abstract

The disclosure provides a catalyst for use with a benzoxazine resins which imparts accelerated curing at reduced temperatures. The catalyst is selected from elemental halogen or onium polyhalide compounds.

Description

technical field [0001] The present invention relates to benzoxazine resin compositions, and more particularly to catalysts for use with benzoxazine resins that impart accelerated cure at reduced temperatures. Background technique [0002] Benzoxazines and compositions containing benzoxazines are known (see, e.g., U.S. Patents 5,543,516 and 6,207,786 to Ishida et al.; S. Rimdusit and H. Ishida, "Development of New Class of Electronic Packaging Materials Based on Ternary Systems of Benzoxazine, Epoxy, and Phenolic Resins", Polymer, 41, 7941-49 (2000) (S.Rimdusit and H.Ishida, "a new system based on benzoxazine, epoxy resin and phenolic resin ternary system Development of similar electronic packaging materials”, Polymers, vol. 41, pp. 7941-7949, 2000); and H. Kimura et al. "New Thermosetting Resin from Bisphenol A-based Benzoxazine and Bisoxazoline", J. App. Polym. Sci. 72, 1551-58 (1999)). [0003] US 7,517,925 (Dershem et al.) describes benzoxazine compounds and thermosetti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G14/06C08G73/02
CPCC08G14/06C09D161/34C08G73/0233
Inventor G·P·索伦森I·格罗迪舍R·J·韦布
Owner 3M INNOVATIVE PROPERTIES CO
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