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Aromatic hydrocarbon formaldehyde resin, modified aromatic hydrocarbon formaldehyde resin and epoxy resin, and their production methods

A technology of aromatic hydrocarbon and formaldehyde resin, which is applied in the field of aromatic hydrocarbon formaldehyde resin, can solve the problems of reduced mechanical strength and thermal decomposition resistance of cured products, and achieve the effect of excellent reactivity and thermal decomposition resistance

Active Publication Date: 2017-07-28
MITSUBISHI GAS CHEM CO INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] It is known that in the general reaction conditions for producing aromatic hydrocarbon formaldehyde resins by the reaction of such aromatic hydrocarbons and formaldehyde, diarylmethane composed of 2 molecules of aromatic hydrocarbons and 1 molecule of formaldehyde is generated, which is also used as If unreacted components remain, the mechanical strength and thermal decomposition resistance of the cured product obtained from the modified resin will decrease

Method used

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  • Aromatic hydrocarbon formaldehyde resin, modified aromatic hydrocarbon formaldehyde resin and epoxy resin, and their production methods
  • Aromatic hydrocarbon formaldehyde resin, modified aromatic hydrocarbon formaldehyde resin and epoxy resin, and their production methods
  • Aromatic hydrocarbon formaldehyde resin, modified aromatic hydrocarbon formaldehyde resin and epoxy resin, and their production methods

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0153] (Xylene Methanol Formaldehyde Resin)

[0154] In a four-necked flask with a removable inner volume of 1 L at the bottom equipped with a Dimroth condenser, a thermometer and stirring blades, in a nitrogen stream, 97.3 g of a 37% by mass formalin aqueous solution (1.2 g in terms of formaldehyde) was added. mol, manufactured by Mitsubishi Gas Chemical Co., Ltd.) and 108.6 g of 98% by mass sulfuric acid (manufactured by Mitsubishi Gas Chemical Co., Ltd.). Under normal pressure, 81.7 g of molten 2,4-dimethylbenzyl alcohol (0.6 mol, manufactured by Mitsubishi Gas Chemical Co., Ltd.) was added dropwise over 2 hours while stirring under reflux at about 100°C, and then further reacted 2 hours. Next, 100 g of ethylbenzene (manufactured by Wako Pure Chemical Industries, Ltd.) and 100 g of methyl isobutyl ketone (manufactured by Wako Pure Chemical Industries, Ltd.) were added thereto as a diluting solvent, and the separated upper layer oil was kept after standing. phase, remove t...

Embodiment 2

[0157] (naphthalene methanol formaldehyde resin)

[0158] Into a four-neck flask with a detachable bottom and an internal volume of 1 L equipped with a Dimrot condenser, a thermometer, and a stirring blade, 94.8 g (0.6 mol, manufactured by Tokyo Chemical Industry Co., Ltd.) was dropped in a nitrogen stream. ), 219 g of a 37 mass % formalin aqueous solution (2.7 mol as formaldehyde, manufactured by Mitsubishi Gas Chemical Co., Ltd.), and 108.6 g of 98 mass % sulfuric acid (manufactured by Mitsubishi Gas Chemical Co., Ltd.). Under normal pressure, stir while refluxing at about 100°C, and react for 5 hours. 300 g of ethylbenzene (manufactured by Wako Pure Chemical Industries, Ltd.) and 200 g of methyl isobutyl ketone (manufactured by Wako Pure Chemical Industries, Ltd.) were added thereto as a diluting solvent, and the separated upper oil phase, The lower aqueous phase was removed. Furthermore, the oil phase was neutralized and washed with water, and ethylbenzene and methyl iso...

Embodiment 3

[0161] (naphthalene methanol formaldehyde resin)

[0162] In a four-neck flask with a removable inner volume of 1 L at the bottom equipped with a Dimrot condenser, a thermometer and a stirring blade, in a nitrogen stream, 219 g of a 37 mass % formalin aqueous solution (2.7 mol in terms of formaldehyde) was added. , Mitsubishi Gas Chemical Co., Ltd.) and 108.6 g of 98% by mass sulfuric acid (Mitsubishi Gas Chemical Co., Ltd. product). Under normal pressure, 94.8 g of molten 1-naphthylmethanol (0.6 mol, manufactured by Tokyo Chemical Industry Co., Ltd.) was added dropwise thereto over 4 hours while stirring under reflux at about 100° C., followed by further reaction for 2 hours. Next, 200 g of ethylbenzene (manufactured by Wako Pure Chemical Industries, Ltd.) and 150 g of methyl isobutyl ketone (manufactured by Wako Pure Chemical Industries, Ltd.) were added thereto as a diluting solvent, and the separated upper layer oil was kept after standing. phase, remove the lower aqueous...

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Abstract

An aromatic hydrocarbon formaldehyde resin obtained by reacting an aromatic hydrocarbon compound (A) represented by the following formula (1) and formaldehyde (B) in the presence of an acidic catalyst. (In formula (1), R represents an organic group with 1 to 10 carbons, l represents an integer of 0 to 2, m and n represent integers satisfying 1≤m+n≤10, m≥0, n≥1. )

Description

technical field [0001] The present invention relates to aromatic hydrocarbon formaldehyde resin, modified aromatic hydrocarbon formaldehyde resin and epoxy resin, and their production methods. Background technique [0002] Conventionally, polycyclic aromatic hydrocarbons mainly composed of alkylnaphthalene such as methylnaphthalene and / or dialkylnaphthalene such as dimethylnaphthalene react with paraformaldehyde in the presence of aromatic monosulfonic acid Aromatic hydrocarbon resins are known as resins having excellent compatibility with epoxy resins and the like and solubility in organic solvents such as xylene (see Patent Document 1). [0003] In addition, a method of providing a modified dimethylnaphthalene formaldehyde resin having high heat resistance by modifying the dimethylnaphthalene formaldehyde resin with naphthols, phenols, etc. is also known (see Patent Documents 2 and 3). [0004] It is known that in the general reaction conditions for producing aromatic hyd...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G10/02
CPCC08G10/04C08G14/12C08G2/26C08G2/34C08G4/00C08L63/00
Inventor 东原豪大越笃
Owner MITSUBISHI GAS CHEM CO INC
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