JP2003055434A - Flame retardant for synthetic resin, and flame- retardant resin composition containing the flame retardant - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a new phosphorus-containing epoxy-based flame retardant which contains no halogen element and is excellent in heat stability, and a resin composition which is obtained by adding the flame retardant and is excellent in heat stability, light resistance and flame retardancy. SOLUTION: The phosphorus-containing epoxy resin-based flame retardant is characterized in that it is obtained by reacting a phosphinic acid oxide represented by formula (1) (wherein R is a 5-8C cycloalkylene) with a non- halogenous epoxy resin having an epoxy group and that it has a phosphorus content of 1 wt.% or higher.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a novel phosphorus-containing epoxy flame retardant containing no halogen element and having excellent thermal stability, and thermal stability, light resistance and flame retardancy obtained by adding the flame retardant. The present invention relates to an excellent resin composition. More specifically, flame-retardant materials such as housings and cases for OA equipment and home appliances, electronic and electrical equipment parts such as connectors, relays, transformers and coil bobbins, automobile parts, building materials, textiles and sheet products are required. The present invention provides a flame-retardant thermoplastic oil composition used in the field and a flame retardant for a thermoplastic resin. Further, the present invention provides a flame-retardant thermosetting resin composition used in fields requiring flame retardancy such as electronic parts, laminated plates, encapsulants, adhesives, and insulating materials.

[0002]

2. Description of the Related Art Polyolefin resins such as polyethylene and polypropylene and high-impact polystyrene (H
Polystyrene resins such as IPS) and ABS are inexpensive, have good mechanical properties, and have excellent moldability. Polyester resins such as polyethylene terephthalate (PET) and polybutylene terephthalate (PBT), polyamide resins such as nylon, polycarbonate resins, engineering plastics such as polyphenylene ether resins, epoxy resins, phenolic resins, etc. Since properties such as insulation and dimensional stability are added, it has been widely used in recent years in housings and parts for office automation equipment and home appliances, connectors, automobile parts, building materials, household products, textile products and the like. However, since these synthetic resins are easily flammable, flame retardancy is required for safety.

Conventionally, halogen-containing compounds represented by decabromodiphenyl ether and brominated epoxy resins have been added as a method of imparting flame retardancy to synthetic resins, and antimony compounds have been used as flame retardant aids. ing. However, the halogen-containing compound has a problem that it may generate a highly corrosive toxic gas such as hydrogen halide or halogen at the time of molding or disposal and incineration, resulting in a large amount of smoke.

In recent years, interest in global environmental issues has increased, and in order to overcome the drawbacks of these halogen-based flame retardants, halogen-free flame retardants and halogen-free flame-retardant synthetic resins are strongly desired. It became as to be. Therefore, it has been proposed to use red phosphorus, a phosphorus compound such as an organic phosphoric acid compound, and a nitrogen-containing phosphate as a flame retardant. For example, JP-A-48-90348 proposes to use an aromatic phosphate and an aromatic phosphate oligomer as a flame retardant for fibers. Also, Japanese Patent Publication No. 2-18336 and Japanese Patent Laid-Open No. 5-706.
No. 71 and the like disclose a phosphoric acid ester oligomer as a flame retardant for a thermoplastic resin. However, these phosphoric acid esters and oligomers have relatively low hydrolysis resistance and thermal stability, and decompose during kneading with a thermoplastic resin or during molding,
Since it volatilizes, it contaminates the work environment and manufacturing equipment, and plate-outs on the surface of molded products have become serious problems. Also, due to the plasticizer effect of phosphoric acid ester, performance deterioration such as lowering of heat distortion temperature of molded products is caused, which is a serious defect in industry and there is room for improvement. Was waiting.

[0005]

DISCLOSURE OF THE INVENTION The present invention provides thermal stability,
It has excellent flame retardancy and does not have a phosphate bond in the molecular structure, so it is obtained by containing a new phosphorus-containing epoxy resin flame retardant with excellent hydrolysis resistance and recyclability, and its flame retardant. An object is to provide a flame-retardant resin composition. The resin composition obtained in the present invention has flame retardancy, thermal stability,
Excellent hydrolysis resistance, electrical insulation, mechanical properties, kneading,
An object of the present invention is to provide a flame-retardant synthetic resin composition intended to solve the problems of not causing volatility, mold contamination, and corrosiveness during molding.

[0006]

In order to achieve the above object, the inventors of the present invention have made diligent studies and, as a result, have found that it is a serious drawback of conventional phosphoric acid flame retardants such as phosphoric acid ester and condensed phosphoric acid ester oligomer. The thermal stability and hydrolysis resistance were largely solved by replacing the flame retardant with the novel phosphorus-containing epoxy resin of the present invention. Further, they have found that the thermal stability, hydrolysis resistance, and mechanical properties of the flame-retardant synthetic resin composition using the novel phosphorus-containing epoxy resin-based flame retardant of the present invention can be greatly improved at the same time, and the present invention has been completed. It was That is, the gist of the invention of claim 1 is that the phosphorus content obtained by reacting the phosphinic acid oxide represented by the following formula (1) with the non-halogenated epoxy resin is 1% by weight or more. Epoxy resin flame retardant. In the formula, R represents a cycloalkylene group having 5 to 8 carbon atoms. Furthermore, the gist of the invention of claim 2 is the synthetic resin 1
1 part by weight of the above-mentioned phosphorus-containing epoxy resin-based flame retardant per 100 parts by weight
A flame-retardant synthetic resin composition containing 0.3 to 5 parts by weight of phosphorus as an essential component and having a phosphorus content of 0.3 to 5% by weight. The synthetic resin used in the flame-retardant resin composition is selected from the group consisting of polyester, polyamide, polycarbonate, polystyrene, ABS, polyphenylene ether, polyolefin resin such as polyethylene and polypropylene, epoxy resin, urethane resin, and phenol resin. And at least one kind of synthetic resin. Further, this resin composition can be widely applied to industrial fields of application for thermosetting resins other than thermoplastic resins. For example, the novel phosphorus-containing epoxy resin flame retardant according to the present invention is used as an essential component, alone or mixed with another epoxy resin, and if necessary, an inorganic filler, a pigment, a lubricant, a stabilizer, a glass cloth, an inorganic and A flame-retardant curable epoxy resin composition having a phosphorus content of 0.3 to 5% by weight, which is obtained by blending a compounding agent such as organic fiber, a curing accelerator, etc., is a sealing material for electric and electronic parts or a laminate. It is useful as a flame-retardant curable epoxy resin composition containing no halogen-based flame retardant in prepregs, insulating coatings, adhesives and the like.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION The novel phosphorus-containing epoxy flame retardant according to the present invention will be described below. Examples of the organophosphorus compound having a phosphinic acid oxide represented by the above formula (1) used in the present invention include saturated 5 such as 1,2-cyclopentylenephosphinic acid oxide and 1,3-cyclopentylenephosphinic acid oxide. 6-membered ring inclusions such as membered ring inclusions, 1,2-cyclohexylene phosphinic acid oxide, 1,3-cyclohexylene phosphinic acid oxide, 1,4-cyclohexylene phosphinic acid oxide,
1,3-Cycloheptylenephosphinic acid oxide 7
Examples include 8-membered ring-containing materials, 8-membered ring-containing materials such as 1,4-cyclooctylenephosphinic acid oxide and 1,5-cyclooctylenephosphinic acid oxide, and mixtures of the above compounds.

The non-halogenated epoxy resin used in the present invention is a compound containing an epoxy group (glycidyl group), for example, a monoepoxide such as methyl glycidyl ether, butyl glycidyl ether, phenyl glycidyl ether or alkyl-substituted phenyl glycidyl ether,
Bifunctional epoxy resin such as hydroquinone type epoxy resin, bisphenol A type epoxy resin, bisphenol F type epoxy resin, bisphenol S type epoxy resin, biphenyl type epoxy resin, phenol novolac type epoxy resin, phenol aralkyl type epoxy resin, cresol novolac type Epoxy resin, bisphenol A
Polyfunctional amino type epoxy resin such as polyfunctional novolac type epoxy resin such as novolac type epoxy resin and hydronaphthol novolac type epoxy resin, aniline type epoxy resin, aminophenol type epoxy resin, isocyanuric acid type epoxy resin, diaminodiphenylmethane type epoxy resin , Diphenylphosphinylhydroquinone type epoxy, 10- (2,5-dihydroxyphenyl) -10H
-9-Oxa-10-phosphenanthrene-10-oxide (HCA-HQ of Sanko Co., Ltd.) type epoxy, n-butyl-bis (3-hydroxypropyl) phosphine oxide type epoxy, tris (3-hydroxypropyl)
Examples thereof include phosphorus-containing epoxy resins such as phosphine oxide type epoxy. The average degree of polymerization of these epoxy resins is preferably about 0 to 10, and the average degree of polymerization of 0 to 8 is more preferable. The non-halogen type epoxy resin is not limited to this, but a non-halogen type epoxy resin having two or more functional groups may be used alone or in combination. Usually, it is suitable to use a bisphenol F type or phenol novolac type epoxy resin.

In the novel phosphorus-containing epoxy flame retardant according to the present invention, the phosphorus atom can be introduced by reacting the active hydrogen of the phosphinic acid oxide represented by the above formula (1) with the epoxy group. When used to impart flame retardancy to thermoplastic synthetic resins, the reaction ratio between active hydrogen and epoxy groups is 0.3 / 1 to 1 /
The ratio of 1 (equivalent ratio) is preferable, and 0.4 / 1 to 0.9 /
A ratio of 1 is even more preferred. When the reaction ratio of the active hydrogen equivalent to the epoxy equivalent is 0.3 or less, the phosphorus content is low,
It is not preferable because the effect of imparting flame retardancy is small. On the other hand, if the reaction ratio exceeds 1, phosphinic acid oxide having active hydrogen remains, which may lower the thermal stability. Alternatively, a phosphorus-containing hydroquinone or a phosphorus-containing naphthalene is used as a non-halogen-based epoxy resin to adjust the molecular weight (degree of polymerization), and then the terminal epoxy group is treated with active hydrogen of phosphinic acid oxide represented by the above formula (1). The phosphorus atom can be introduced by reacting with. When the flame retardant according to the present invention is used alone or in combination with another epoxy resin and a curing agent is used, the reaction ratio between the active hydrogen of the phosphinic acid oxide represented by the above formula (1) and the epoxy group is 0. .08 / 1 ~
A ratio of 0.5 / 1 (equivalent ratio) is preferable, and 0.1 / 1-
A ratio of 0.4 / 1 is even more preferred. When the reaction ratio of the active hydrogen equivalent to the epoxy equivalent is 0.08 or less, the phosphorus content is low and the flame retarding effect is small, which is not preferable. When the reaction ratio exceeds 0.5, the residual epoxy group concentration is low, the crosslink density between the epoxy and the curing agent is low, and the heat resistance of the cured product may be reduced.

The method for producing the phosphorus-containing epoxy flame retardant according to the present invention is not particularly limited, but the following methods are available. For example, a method in which a non-halogen epoxy resin having an epoxy group and a phosphinic acid oxide represented by the above formula (1) are reacted by heating in the range of 80 to 230 ° C., or an alkali metal or alkaline earth metal catalyst, 3 There is a method of reacting by heating in the presence of a basic catalyst such as a nitrogen-based catalyst such as a secondary amine, imidazole, a quaternary amonium salt, or a phosphorus-based catalyst such as a phosphine or phosphonium salt. An aprotic solvent or a non-aqueous solvent can be used during the reaction, and it is necessary to recover the solvent during or after the reaction. In addition, when adjusting the molecular weight of the flame retardant, excess epoxy resin and bifunctional phenols or phosphorus-containing bifunctional phenols are reacted with heating without catalyst or in the presence of the above catalyst, and then phosphinic acid oxides and epoxy There is a method of reacting with a group. The average degree of polymerization of the obtained phosphorus-containing flame retardant is preferably about 0-10, more preferably 0-8. When the average degree of polymerization exceeds 10, the softening point is high and the melt viscosity is high, which is disadvantageous for industrial productivity and mixability with a synthetic resin. The phosphorus content is preferably 1% by weight or more, more preferably 3% by weight or more. When the phosphorus content is less than 1% by weight, flame retardancy and flame retardancy cannot be sufficiently obtained, which is not preferable. In particular, when used as an additive type flame retardant in a thermoplastic resin, if the phosphorus content of the flame retardant is 7% by weight or more, the physical properties of the flame retardant composition and the cost balance are good, and if it exceeds 10% by weight, Further excellent flame-retardant puff-homogeneous composition is obtained.

Next, the flame-retardant resin composition according to the present invention will be described. The synthetic resin that can be used in the present invention may be either a thermoplastic synthetic resin or a thermosetting resin, for example,
Polyethylene terephthalate (hereinafter abbreviated as PET), polybutylene terephthalate (PBT) and other phthalate polyester resins, 6-nylon, 6,6-nylon,
Polyamide resin such as 12-nylon, polycarbonate resin, polyphenyl ether resin (PPE), A
Styrene resin such as BS and high-impact polystyrene (HIPS), thermoplastic synthetic resin such as polyolefin resin such as PE and PP, or thermosetting resin such as phenol resin, urethane resin and epoxy resin, or Examples thereof include polymer alloys formed by combining a plurality of resins including at least one selected from these resins. In particular, it is preferable to use an alloy of a polycarbonate resin and ABS or an alloy of HIPS and PPE. Further, when the flame retardant of the present invention is used alone or mixed with another epoxy resin and used as a curable resin composition by blending a curing agent, the curing agent is usually a phenolic resin or an acid used in an epoxy resin. Anhydrides, amines and the like can be used. In the field of sealing materials and insulating powder coatings, polyfunctional phenolic resins such as phenol novolac resin and aralkylphenol novolac resin are generally used. Acid anhydrides and amine-based curing agents are often used in the fields of paints, casting, and adhesion. In the case of laminated plates and prepregs, amines are often used, for example, dicyandiamide is often used. As the curing accelerator, a basic catalyst is often used, and examples thereof include phosphorus compounds such as triphenylphosphine and phosphonium salts, tertiary amines such as tri-n-butylamine and triethylamine, and imidazole. The compounding ratio of the curable composition is such that active hydrogen of the curing agent (phenolic hydroxyl group, carboxylic acid, active hydrogen of amine) is mixed in the range of 0.8 to 1.1 equivalent with respect to the equivalent of epoxy group. 9 ~
The compounding amount of 1.0 equivalent is more preferable. The phosphorus content in the composition is adjusted to be 0.3 to 5% by weight, and 1 to 3% by weight is more preferable. The phosphorus content in the composition is 0.3% by weight
In the following cases, the flame retardant effect is insufficient, and when it is 5% by weight or more, the hygroscopicity of the composition becomes high, which is economically disadvantageous.

When the phosphorus-containing flame retardant of the present invention is used by mixing it with a synthetic resin, the flame retardant is preferably 1 to 60 parts by weight, more preferably 3 to 50 parts by weight, based on 100 parts by weight of the synthetic resin. The phosphorus content of the flame-retardant resin composition is adjusted to 0.3 to 5% by weight, preferably 1 to 3% by weight. Further, in order to further enhance the flame retardant effect, it is suitable to use a nitrogen-containing substance such as melamine phosphate and cyanuric acid in an amount of 20 parts by weight or less, preferably 10 parts by weight or less. The flame retardant of the present invention may be used in combination with another flame retardant, such as ammonium polyphosphate, phosphoric acid ester, condensed phosphoric acid ester oligomer, etc., unless the effects of the present invention are impaired. Further, by additionally using a reinforcing filler such as glass fiber, carbon fiber or organic polymer fiber, and a pigment such as titanium oxide or carbon black, the mechanical properties and light resistance of the molded product are further reinforced. In addition, there is no particular limitation on the combined use of a lubricant, an ultraviolet absorber, an antioxidant, a hydrolysis inhibitor, a heat stabilizer, a coloring pigment, a dye, a release agent, a filler, a coupling agent, and other additives. Absent. And the above-mentioned epoxy resin composition is a general use of epoxy resin, for example, for electrical / electronic component encapsulation, for prepregs, for laminated boards, for insulating coatings, for flame retardant coatings, for insulating adhesives and flame retardant adhesives. It is extremely useful as a curable flame-retardant epoxy resin composition for agents.

Hereinafter, the effects of the present invention will be described more specifically with reference to Synthesis Examples, Examples and Comparative Examples, but the present invention is not limited to the Examples. In addition, all parts and% in the examples are based on weight. Further, the following test method was used in the present invention. (1) Epoxy equivalent: JIS K-7234 (2) Phosphorus content: Sulfuric acid, nitric acid, and perchloric acid are added to a sample and thermally decomposed to make all phosphorus into orthophosphoric acid. Metavanadate and molybdate are reacted in a sulfuric acid acidic solution, and the yellow color of the resulting phosphorus vanadate molybdate complex is measured for absorbance at a wavelength of 420 nm to determine the phosphorus content by a calibration curve. (3) Flammability test: based on UL-94 test method, thickness 1 /
A 16 "test piece was used.

[0014]

Examples and Comparative Examples Example 1 As a non-halogen type epoxy resin, YDPN-638
(Toto Kasei Co., Ltd., phenol novolac type epoxy resin, epoxy equivalent 180.7 g / eq) 481
Part, a mixture of 1,4-cyclooctylenephosphinic acid oxide and 1,5-cyclooctylenephosphinic acid oxide as a phosphorus-containing compound (active hydrogen equivalent: 158 g /
eq. ), And 0.8 parts of triphenylphosphine (manufactured by Hokuko Kagaku Co., Ltd.) as a catalyst were charged in a 4-neck glass separable flask equipped with a stirrer, a thermometer, a cooling tube, and a nitrogen gas introducing device. The temperature was gradually raised by pressure, the reaction temperature was kept at 160 ° C to 190 ° C, and the mixture was stirred for 8 hours. Then, a phosphorus-containing solid epoxy resin having an epoxy equivalent of 3,273 g / eq and a phosphorus content of 8.6% was obtained. This resin was designated as flame retardant I.

Example 2 As a non-halogen type epoxy resin, YDPN-638
(Previously mentioned) 469.0 parts, and YDF-170 (manufactured by Tohto Kasei Co., bisphenol F type epoxy resin, epoxy equivalent 167.7 g / eq.) 29.2 parts, 1,4-cyclooctyl as a phosphorus compound. 394 parts of a mixture of lenphosphinic acid oxide and 1,5-cyclooctylenephosphinic acid oxide (described above), 0.2 parts of 2-ethyl-4imidazole as a catalyst, a stirrer, a thermometer, a cooling pipe, and a nitrogen gas introducing device. Was charged in a 4-neck glass separable flask equipped with, and the temperature was gradually raised under normal pressure, the reaction temperature was kept at 160 ° C to 190 ° C, and the mixture was stirred for 8 hours, then, epoxy equivalent 4,426 g / eq, containing phosphorus An amount of 8.6% phosphorus-containing solid epoxy resin was obtained. This resin was designated as flame retardant II.

Example 3 1677 parts of YDF-170 (described above), a mixture of 1,4-cyclooctylenephosphinic acid oxide and 1,5-cyclooctylenephosphinic acid oxide (described above) 1
501 parts were divided into five parts, charged with 2.2 parts of triphenylphosphine (described above) as a catalyst, and the reaction temperature was adjusted to 1
After maintaining at 60 ° C. to 190 ° C. and stirring for 8 hours, a phosphorus-containing solid epoxy resin having an epoxy equivalent of 6,360 g / eq and a phosphorus content of 9.2% was obtained. This resin was designated as flame retardant III.

Example 4 932.5 parts of YD-128 (bisphenol A type epoxy resin, epoxy equivalent 186.5 g / eq.), 1,4-cyclooctylenephosphinic acid oxide and 1,5-as phosphorus-containing compounds 1316 parts of a toluene 60% solution of a mixture of cyclooctylenephosphinic acid oxide and 1316 parts were charged into a 4-necked glass separable flask equipped with a stirrer, a thermometer, a cooling tube, and a nitrogen gas introducing device,
0.8 parts of triphenylphosphine (previously described) was added as a catalyst, the temperature was gradually raised while collecting toluene under reduced pressure, the reaction temperature was kept at 160 ° C to 190 ° C, and the mixture was stirred for 8 hours. A phosphorus-containing solid epoxy resin having a phosphorus content of 8,000 g / eq and a phosphorus content of 8.9% was obtained. This resin was designated as flame retardant IV.

Example 5 As a non-halogen type epoxy resin, 923 parts of methyl glycidyl ether (Epiol M manufactured by NOF CORPORATION, epoxy equivalent 92.3 g / eq), 1,4-cyclooctylene phosphinic acid oxide and 1 Synthesis Example 3 except that 1580 parts of a mixture of 5,5-cyclooctylenephosphinic acid oxide was charged and the catalyst was changed to triethylamine.
The reaction was performed in the same manner as in. This resin was used as a flame retardant V, the epoxy groups were in traces, and the phosphorus content was 12.3%.

Example 6 As an epoxy resin, YDF-170 (described above) 838.
5 parts and HCA-HQ (phosphorus-containing bifunctional phenol manufactured by Sanko Co., Ltd., hydroxyl group equivalent 162.1 g / eq. Phosphorus content 9.5
%) 16.2 parts and reacted at 170 ° C. for 3 hours, and then 697 parts of a mixture of 1,4-cyclooctylenephosphinic acid oxide and 1,5-cyclooctylenephosphinic acid oxide was added to synthesize. The reaction was carried out as in Example 3. Epoxy equivalent of the obtained resin 3,243 g / e
q. The phosphorus content was 8.9%, and this resin was designated as flame retardant VI.

Using the phosphorus-containing epoxy flame retardants I to VI obtained in Examples 1 to 6, Examples 7 to 13 and Comparative Examples 1 to 1 were used.
2 was compounded in each synthetic resin at a compounding ratio as shown in Table 1, and using a PCM-30 extruder manufactured by Ikegai Co., Ltd.
A compound of a flame-retardant synthetic resin was prepared, and a test piece was prepared using an injection molding machine. The flammability of the obtained test piece was measured. The results are shown in Table 1. PB in Table 1
T means polybutylene terephthalate resin, PC means polycarbonate resin, ABS means acrylonitrile-butadiene-styrene copolymer, PPE means polyphenylene ether, and HIPS means high impact polystyrene resin.
Further, Teflon (registered trademark) was used as an anti-dripping agent.

[0021]

[Table 1]

[0022]

The flame retardant of the present invention is a phosphorus-containing epoxy resin flame retardant obtained by reacting the active oxygen of the phosphinic acid oxide compound represented by the above formula (1) with an epoxy group, and is a phosphate ester bond. Since it does not contain this, the flame-retardant synthetic resin composition using this phosphorus-containing epoxy resin-based flame retardant has excellent thermal stability and hydrolysis resistance, and work such as smoking due to deterioration of the flame retardant during molding processing. Since it is possible to impart flame retardancy without degrading the mechanical properties of the flame-retardant synthetic resin composition without causing problems such as environmental pollution, corrosion of extruders and injection molding machines, contamination of molds, etc. Useful on.

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) C09D 5/25 C09D 5/25 4M109 7/12 7/12 201/00 201/00 C09K 21/14 C09K 21 / 14 H01L 23/29 C08L 63:00 A 23/31 H01L 23/30 R // (C08L 101/00 63:00) (72) Inventor Hiroshi Nakanishi 3-17-14 Tokasai, Higashikasai, Edogawa-ku, Tokyo Seisakusho Co., Ltd. Product Research Center F-term (reference) 4F072 AA07 AA08 AB02 AB08 AB09 AB28 AD04 AD05 AD13 AD23 AD32 AD35 AD37 AD41 AD42 AD43 AD44 AD53 AE01 AE06 AE09 AE10 AE11 AG03 AK15 AL12 AL13 AL14 4H028 AA42 AA46 BA06 4J002 BC0304 A1A03 CC031 CC033 CC273 CD001 CD202 CF001 CF071 CG001 CH071 CK021 CL001 CL011 DA016 DL006 EF129 EN009 EN029 ET009 EU119 EW019 EW179 FA046 FD016 FD038 FD097 FD143 FD149 FD178 GF00 GJ01 GJ02 4J036 AD08 AF06 CC02 FA01 FB01 FB02 FB07 FB10 FB11 FB12 FB13 JA01 JA06 JA07 JA08 JA11 4J038 CA041 CA061 CB021 CB091 CC021 CG141 DA031 DB001 DB002 DB402 DD001 DE001 DF051 DG031 DH001 JC26 NA03 NA04 NA11 NA14 NA15 NA21 NA27 PB05 PB07 PB09 4M109 AA01 BA01 CA21 EA02 EB02 EB04 EB07 EB12 EC05 EC15 EC20

Claims (9)

[Claims] 1. A phosphorus-containing epoxy resin having a phosphorus content of 1% by weight or more obtained by reacting a phosphinic acid oxide represented by the following formula (1) with a non-halogen epoxy resin having an epoxy group. Flame retardant. In the formula, R represents a cycloalkylene group having 5 to 8 carbon atoms. 2. A phosphorus content of 0.3 to 5% by weight containing 1 to 60 parts by weight of the phosphorus-containing epoxy resin flame retardant according to claim 1 as an essential component with respect to 100 parts by weight of a synthetic resin. Flame-retardant resin composition. 3. The synthetic resin according to claim 2 is a polyester resin, a polyamide resin, a polycarbonate resin, a polystyrene resin, an ABS resin, a polyphenylene ether resin,
The flame-retardant resin composition according to claim 2, which is at least one synthetic resin selected from the group consisting of a polyolefin resin, an epoxy resin, a urethane resin, and a phenol resin, or a polymer alloy obtained by combining a plurality of these resins. 4. A phosphorus-containing epoxy resin-based flame retardant according to claim 1 as an essential component, alone or mixed with another epoxy resin, and blended with a curing agent to give a phosphorus content of 0.3 to 5.
% Flame-retardant epoxy resin composition. 5. At least one of inorganic fillers, pigments, lubricants, stabilizers, glass cloth, inorganic and / or organic fibers, and curing accelerators is used.
The flame-retardant resin composition described in 4. 6. A curable flame-retardant epoxy resin composition for encapsulating electric and electronic parts, which uses the epoxy resin composition according to claim 4 or 5. 7. A curable flame-retardant epoxy resin composition for a prepreg or a laminate, which comprises the epoxy resin composition according to claim 4 or 5. 8. A curable flame-retardant epoxy resin composition for insulating coating or flame-retardant coating, which uses the epoxy resin composition according to claim 4 or 5. 9. A curable flame-retardant epoxy resin composition for insulating adhesion or flame-retardant adhesive, which comprises the epoxy resin composition according to claim 4 or 5.