The invention provides N-semi aromatic hydrocarbyl diamine-bisphenol tetrafunctional fluorene-based benzoxazine and a preparation method thereof. A N-semi aromatic hydrocarbyl diamine-bisphenol tetrafunctional benzoxazine monomer is obtained by the following steps: reacting substituted or unsubstituted salicylaldehyde with 2, 7-diamido-9, 9-bis-(4-hydroxy phenyl) fluorene, using sodium borohydride for reduction to obtain substituted or unsubstituted 2-hydroxy benzylamino bisphenol fluorene, and performing a one step Mannich condensation reaction of the substituted or unsubstituted 2-hydroxy benzylamino bisphenol fluorene and aliphatic amine and paraformaldehyde. The reaction process is simplified, the total product yield is increased; by adjusting of rigid and flexible groups in the aliphatic amine and the substituted or unsubstituted salicylaldehyde compound, the melting point of the benzoxazine monomer is improved, the crosslinking density and toughness of polybenzoxazine are improved, and the problems that fluorene-based benzoxazine with a structure with larger steric hindrance is small in molecular weight, low in crosslinking density, and poor in toughness and thermal performance reduction caused by the introduction of flexible groups can be solved.

N-semi aromatic hydrocarbyl diamine-bisphenol tetrafunctional fluorene-based benzoxazine and preparation method thereof

The invention provides N-semi aromatic hydrocarbyl bisphenol-diamine tetrafunctional fluorene-based benzoxazine and a preparation method thereof. A N-semi aromatic hydrocarbyl diamine-bisphenol tetrafunctional benzoxazine monomer is obtained by the following steps: reacting substituted or unsubstituted salicylaldehyde with 2, 7-dihydroxy-9, 9-bis-(4-amino phenyl) fluorene, then using sodium borohydride for reduction to obtain substituted or unsubstituted 2-hydroxy benzylamino bisphenol fluorene, and performing a one step Mannich condensation reaction of the substituted or unsubstituted 2-hydroxy benzylamino bisphenol fluorene and aliphatic amine and paraformaldehyde. The reaction process is simplified, the total product yield is increased; by adjusting of rigid and flexible groups in the aliphatic amine and the substituted or unsubstituted salicylaldehyde compound, the melting point of the benzoxazine monomer is improved, the crosslinking density and toughness of polybenzoxazine are improved, the problems that fluorene-based benzoxazine with a structure with larger steric hindrance is small in molecular weight, low in crosslinking density, and poor in toughness and thermal performance reduction caused by the introduction of flexible groups can be solved, and the processing properties of polymers can be improved.

N-semi aromatic hydrocarbyl bisphenol-diamine tetrafunctional fluorene-based benzoxazine and preparation method thereof

The invention provides N-full-aromatic hydrocarbon diamine-bisphenol tetrafunctional fluorenyl benzoxazine and a preparation method thereof. The method comprises the following steps: firstly, protecting amino in 2,7-diamino-9,9-bis-(4-hydroxyphenyl) fluorene by using trifluoroacetic anhydride to generate 2,7-bistrifluoroacetamido-9,9-bis(4-hydroxyphenyl) fluorene, and then carrying out Mannich condensation reaction with aromatic amine and paraformaldehyde to form a 2,7-bistrifluoroacetamido bisphenol fluorenyl benzoxazine monomer; carrying out amino deprotection, and then carrying out secondary Mannich condensation reaction with a phenolic compound and paraformaldehyde to finally obtain a novel N-full-aromatic hydrocarbon diamine-bisphenol tetrafunctional fluorenyl benzoxazine monomer. By adopting the N-full-aromatic hydrocarbon diamine-bisphenol tetrafunctional fluorenyl benzoxazine and the preparation method thereof, the problems that the fluorenyl polybenzoxazine with a large steric hindrance structure is small in molecular weight, low in crosslinking density and poor in tenacity, and the thermal performance is reduced by introducing a flexible group are solved, the processing property of the polymer is improved, and controllable structure and performance of polybenzoxazine are achieved.

N-full-aromatic hydrocarbon diamine-bisphenol tetrafunctional fluorenyl benzoxazine and preparation method thereof

The present invention provides a spirofluorenexanthenyl derivative compound having appropriate energy levels, electrochemical stability, and thermal stability. Provided is an organic compound represented by chemical formula a. In chemical formula a, R_1 to R_3, L, x, Ar_1 and Ar_2 are as defined in the specification.

Spirofluorenexanthenyl derivatives and organic electroluminescent device including the same

PROBLEM TO BE SOLVED: To provide a benzoxazine compound having improved performances such as heat resistance when used as resin raw materials and the like.SOLUTION: The problem is solved by the use of a benzoxazine compound represented by general formula (1) (where X is a single bond or a sulfonyl group).SELECTED DRAWING: None

Novel benzoxazine compound

The invention provides spirofluorene xanthene benzoxazine containing a benzoyloxy group and a preparation method thereof. The method comprises the following steps: by taking spirofluorene xanthene bisphenol as a raw material, reacting spirofluorene xanthene bisphenol with 4-nitrobenzoyl chloride, carrying out a hydrazine hydrate-Pd/C catalytic reduction reaction, thereby obtaining 4-aminobenzoyl spirofluorene xanthene and obtaining a series of benzoxazine monomers through a Mannich condensation reaction. Due to the introduction of spirofluorene xanthene and benzoyloxy group, the polybenzoxazine resin has high glass transition temperature and excellent thermal stability; due to the introduction of alkyl or alkoxy, the thermal performance of the polybenzoxazine resin is reduced, the toughness and processing performance of the polymer are greatly improved, the comprehensive performance is greatly improved, and the polybenzoxazine resin can be widely applied to the fields of photoelectric materials, insulating materials, composite material matrix resins, ablation resistant resins and the like.

Spirofluorene xanthene benzoxazine containing benzoyloxy group and preparation method thereof

The invention provides spirofluorene xanthenes bisphenol type benzoxazine. In a formula, R represents H or R'O, and R' represents C2-C8 alkyl; R1 is phenyl, alkyl substituted phenyl, alkoxy substituted phenyl or C2-C8 alkyl. According to spirofluorene xanthenes bisphenol type benzoxazine resins prepared from the spirofluorene xanthenes bisphenol type benzoxazine, in the presence of fluorenyl and xanthenes, the heat resistance of a polymer is greatly improved; because of the introduced alkyl and alkoxy, the flexibility of molecules is improved, the processing performance of the polymer is greatly improved, and the spirofluorene xanthenes bisphenol type benzoxazine can be used in the fields of advanced composite material basal body resins, electronic packaging materials, insulating materials, laminating materials and the like.

Spirofluorene xanthenes bisphenol type benzoxazine

The invention provides mixed amine-based multi-functionality fluorenyl benzoxazine and a synthesis method thereof. The synthesis method comprises the following steps of: adding an organic solvent, formaldehyde, two primary amine mixtures and tetraphenol fluorene in a container at a normal temperature, wherein the ratio of the amounts of substance of the primary amine mixtures to formaldehyde is 1: (2 to 2.2), and the ratio of the amounts of substance of the primary amine mixtures to tetraphenol fluorene is (4 to 4.2): 1; heating to 80-120 DEG C, and reacting for 5-9 hours; cooling to a room temperature, and performing rotary evaporation; adding n-hexane into the obtained product to precipitate; stirring at the normal temperature to obtain a solid product; and vacuum-drying the solid product to obtain fluorenyl benzoxazine. Due to the introduction of a fluorene structure and the presence of an aromatic group, the rigidity of a molecular chain can be improved, and the glass-transition temperature of resin is increased; and due to the presence of an aliphatic chain, the toughness of the resin is greatly improved, and the crosslinking density of molecule curing is increased. Therefore, the thermal performances of thermal decomposition temperature and the like of the resin can be remarkably improved via the combined action of the fluorene structure and the aromatic group.

Mixed amine-based multi-functionality fluorenyl benzoxazine and synthesis method thereof

The invention provides a spirofluorene xanthene phenol compound and a preparation method thereof The method comprises the steps of adding 2,7-dihydroxy fluorenone, phenol and a catalyst to a container, wherein the molar ratio of the 2,7-dihydroxy fluorenone to the phenol is 1 to (4-8); the ratio of the catalyst to the 2,7-dihydroxy fluorenone is (01-10) to 1; heating to 120 DEG C to agitate and react for 2 hours; adding concentrated hydrochloric acid, wherein the mass ratio of the concentrated hydrochloric acid to the 2,7-dihydroxy fluorenone is (05-10) to 1; heating to 140 DEG C, keeping warm and reacting for 3 hours, cooling the product to room temperature, adding water to separate out sediment; washing with deionized water, leaching and drying in vacuum to obtain a crude product; recrystalizing the crude product by using ethanol water of which the volume ratio is 1 to 5 at 80 DEG C, and leaching and vacuum-drying the crystal to obtain the refined product The novel heat-resistant epoxy resin, polycarbonate and the like synthetized from the compound disclosed by the invention as the material have the characteristics of good heat stability, high transparency, high refractive index, and solubility and the like, and can be widely applied to the preparation of various materials with excellent performances

Spirofluorene xanthene phenol compound and preparation method thereof

The invention provides four-functional spiro(fluorene-xanthene)benzoxazine. The four-functional spiro(fluorene-xanthene)benzoxazine has a structural formula shown in the patent specification, wherein in the structural formula, R represents phenyl, alkyl-substituted phenyl, alkoxy-substituted phenyl or C2-C8 alkyl. The benzoxazine molecular structure comprises four oxazine rings so that crosslinking density of a curing product is improved and polymer thermal properties are greatly improved; the spiro(fluorene-xanthene) structure molecular chain has large rigidity so that polymer thermal properties are improved; fatty groups exist so that polymer toughness is greatly improved; and a melting point is low so that the polybenzoxaizne resin has a wide processing window and thus comprehensive properties are greatly improved.

Wang Jun

Papers

Spirofluorene xanthene benzoxazine containing benzoyloxy group and preparation method thereof

Spirofluorene xanthenes bisphenol type benzoxazine

Mixed amine-based multi-functionality fluorenyl benzoxazine and synthesis method thereof

Spirofluorene xanthene phenol compound and preparation method thereof

Four-functional spiro(fluorene-xanthene)benzoxazine