JPH088016B2 - Electrical insulating oil - Google Patents
Electrical insulating oilInfo
- Publication number
- JPH088016B2 JPH088016B2 JP4799687A JP4799687A JPH088016B2 JP H088016 B2 JPH088016 B2 JP H088016B2 JP 4799687 A JP4799687 A JP 4799687A JP 4799687 A JP4799687 A JP 4799687A JP H088016 B2 JPH088016 B2 JP H088016B2
- Authority
- JP
- Japan
- Prior art keywords
- insulating oil
- electrical insulating
- phenyl
- electrical
- odor
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000010735 electrical insulating oil Substances 0.000 title claims description 20
- 239000003921 oil Substances 0.000 claims description 30
- -1 ethylphenyl group Chemical group 0.000 claims description 9
- SZFDQMKAGLCYPA-UHFFFAOYSA-N 1-phenylbutylbenzene Chemical group C=1C=CC=CC=1C(CCC)C1=CC=CC=C1 SZFDQMKAGLCYPA-UHFFFAOYSA-N 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- POLZFQOQKPVJGZ-UHFFFAOYSA-N 1-methyl-2-(1-phenylbutyl)benzene Chemical group C=1C=CC=C(C)C=1C(CCC)C1=CC=CC=C1 POLZFQOQKPVJGZ-UHFFFAOYSA-N 0.000 claims description 3
- AFOYJWZLSSXZNG-UHFFFAOYSA-N 1-phenylhexan-3-ylbenzene Chemical group C=1C=CC=CC=1C(CCC)CCC1=CC=CC=C1 AFOYJWZLSSXZNG-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 27
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 11
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 10
- 239000000203 mixture Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 230000015556 catabolic process Effects 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 231100000209 biodegradability test Toxicity 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- VUKHQPGJNTXTPY-NSCUHMNNSA-N [(e)-but-2-enyl]benzene Chemical compound C\C=C\CC1=CC=CC=C1 VUKHQPGJNTXTPY-NSCUHMNNSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000004996 alkyl benzenes Chemical class 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 229920001083 polybutene Polymers 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- LMTFUUMABUOYMU-UHFFFAOYSA-N 1-methyl-2-(3-phenylbutyl)benzene Chemical compound CC(CCc1ccccc1C)c1ccccc1 LMTFUUMABUOYMU-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 2
- FLWSNJAEMMOZJG-UHFFFAOYSA-N 1,2-dimethyl-4-(1-phenylethyl)benzene Chemical compound C=1C=C(C)C(C)=CC=1C(C)C1=CC=CC=C1 FLWSNJAEMMOZJG-UHFFFAOYSA-N 0.000 description 1
- PWCCCKCWHBGNOZ-UHFFFAOYSA-N 1-but-2-enyl-2-methylbenzene Chemical compound CC=CCC1=CC=CC=C1C PWCCCKCWHBGNOZ-UHFFFAOYSA-N 0.000 description 1
- RQWZADNHCAQPBD-UHFFFAOYSA-N 1-ethyl-2-(3-phenylbutyl)benzene Chemical compound CCc1ccccc1CCC(C)c1ccccc1 RQWZADNHCAQPBD-UHFFFAOYSA-N 0.000 description 1
- XJGHNXQUBBXYCH-UHFFFAOYSA-N 1-phenylbutan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(CC)CC1=CC=CC=C1 XJGHNXQUBBXYCH-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- PDINXYLAVFUHSA-UHFFFAOYSA-N 4-phenylbutan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)CCC1=CC=CC=C1 PDINXYLAVFUHSA-UHFFFAOYSA-N 0.000 description 1
- GLJFYGFBITUZOE-UHFFFAOYSA-N 4-phenylbutylbenzene Chemical compound C=1C=CC=CC=1CCCCC1=CC=CC=C1 GLJFYGFBITUZOE-UHFFFAOYSA-N 0.000 description 1
- 229910016569 AlF 3 Inorganic materials 0.000 description 1
- DPGRSARQZDBXTN-UHFFFAOYSA-N C(C)C1(CC=CC=C1)CCC(C)C1=CC=CC=C1 Chemical compound C(C)C1(CC=CC=C1)CCC(C)C1=CC=CC=C1 DPGRSARQZDBXTN-UHFFFAOYSA-N 0.000 description 1
- IWUBJKJMNCJELQ-UHFFFAOYSA-N C1(=C(C=CC=C1)CC(CC)C1=CC=CC=C1)C Chemical compound C1(=C(C=CC=C1)CC(CC)C1=CC=CC=C1)C IWUBJKJMNCJELQ-UHFFFAOYSA-N 0.000 description 1
- JHJXGDYOIUXZTK-UHFFFAOYSA-N C1(=CC=CC=C1)C1(C(C=CC=C1)CC)CCCC Chemical compound C1(=CC=CC=C1)C1(C(C=CC=C1)CC)CCCC JHJXGDYOIUXZTK-UHFFFAOYSA-N 0.000 description 1
- LSIMIYRKMNOUKL-UHFFFAOYSA-N C1(=CC=CC=C1)C1(C(C=CC=C1)CCCC)C Chemical compound C1(=CC=CC=C1)C1(C(C=CC=C1)CCCC)C LSIMIYRKMNOUKL-UHFFFAOYSA-N 0.000 description 1
- VHPKQVQHTRMUSB-UHFFFAOYSA-N C1(=CC=CC=C1)C1(CC(=CC=C1)CCCC)C Chemical compound C1(=CC=CC=C1)C1(CC(=CC=C1)CCCC)C VHPKQVQHTRMUSB-UHFFFAOYSA-N 0.000 description 1
- OPNXYFCCTGLPIS-UHFFFAOYSA-N C1(=CC=CC=C1)C1(CC=C(C=C1)CCCC)C Chemical compound C1(=CC=CC=C1)C1(CC=C(C=C1)CCCC)C OPNXYFCCTGLPIS-UHFFFAOYSA-N 0.000 description 1
- BNQLQFAIXQBPFN-UHFFFAOYSA-N CCC(CC1(CC)C=CC=CC1)C1=CC=CC=C1 Chemical compound CCC(CC1(CC)C=CC=CC1)C1=CC=CC=C1 BNQLQFAIXQBPFN-UHFFFAOYSA-N 0.000 description 1
- DLSXTNFSPMZJLN-UHFFFAOYSA-N CCCCC1(CC(=CC=C1)CC)C2=CC=CC=C2 Chemical compound CCCCC1(CC(=CC=C1)CC)C2=CC=CC=C2 DLSXTNFSPMZJLN-UHFFFAOYSA-N 0.000 description 1
- VWZUXBWFJSZFAF-UHFFFAOYSA-N CCCCC1(CC=C(C=C1)CC)C2=CC=CC=C2 Chemical compound CCCCC1(CC=C(C=C1)CC)C2=CC=CC=C2 VWZUXBWFJSZFAF-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- 235000013844 butane Nutrition 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 235000013849 propane Nutrition 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Landscapes
- Organic Insulating Materials (AREA)
Description
【発明の詳細な説明】 発明の技術分野 本発明は、新規な電気絶縁油に関し、さらに詳しくは
特定の構造を有するジアリールブタンの１種または２種
以上からなる電気特性、無臭性および生分解性に優れた
電気絶縁油に関する。Description: TECHNICAL FIELD OF THE INVENTION The present invention relates to a novel electrical insulating oil, and more particularly to electrical properties, odorlessness and biodegradability of one or more diarylbutanes having a specific structure. Relates to excellent electrical insulating oil.
発明の技術的背景ならびにその問題点 電気絶縁油は、変圧器用、遮断器用、コンデンサー用
およびケーブル用の４つの用途に主として用いられてい
る。そして近年電力需要の増大に伴い、これら電気機器
の超高圧化および大容量化が要望されており、それに伴
って電気絶縁油の電気特性についてもより高度な性能が
求められている。TECHNICAL BACKGROUND OF THE INVENTION AND PROBLEMS THEREOF Electrically insulating oils are mainly used in four applications for transformers, circuit breakers, capacitors and cables. In recent years, along with the increase in power demand, there has been a demand for ultrahigh pressures and large capacities of these electric devices, and accordingly, higher performance of electric characteristics of electric insulating oil is also demanded.
一般に電気絶縁油としては、（ａ）絶縁破壊電圧が高
いこと、（ｂ）誘電損失が小さいこと、（Ｃ）誘電率が
高いことなどの優れた電気特性を有することが求められ
ているほか、（ｄ）沸点が高く不揮発性で引火点が高い
こと、（ｅ）低温流動性が良いこと、（ｆ）毒性がなく
生分解性が良いこと、（ｇ）臭気が少なこと、（ｈ）耐
熱性に優れていること、（ｉ）安価であることなどの特
性を有することが求められている。Generally, electrical insulating oil is required to have excellent electrical characteristics such as (a) high dielectric breakdown voltage, (b) small dielectric loss, and (C) high dielectric constant. (D) High boiling point, non-volatile and high flash point, (e) Good low temperature fluidity, (f) Good toxicity and biodegradability, (g) Low odor, (h) Heat resistance It is required to have characteristics such as excellent properties and (i) being inexpensive.
このような電気絶縁油としは、従来ナフテン系および
パラフィン系の鉱油類、ポリブテン類、アルキルベンゼ
ン類、アルキルナフタレン類、アルキルジフェニル類、
ジアリールアルケン類、トリアリールアルカン類、シリ
コーン油類またはジアリールエタンおよびアリールプロ
パン類などが用いられているが、いずれも上記の諸条件
をすべて満足させるものは得られていなかった。Examples of such electric insulating oil include conventional naphthene-based and paraffin-based mineral oils, polybutenes, alkylbenzenes, alkylnaphthalenes, alkyldiphenyls,
Diarylalkenes, triarylalkanes, silicone oils or diarylethanes and arylpropanes have been used, but none satisfying all the above conditions has been obtained.
またジアリールエタルおよびジアリールプロパン類以
外のジアリールアルカンを電気絶縁油として使用するこ
とに関しても、従来種々の提案がなされており、たとえ
ば特開昭55−41667号公報、同55−88205公報、同56−36
805号公報、同56−165205号公報および同59−51407号公
報などに開示されている。しかしながら上記の公報に
は、ジアリールアルカンのみからなる電気絶縁油は開示
されておらず、ジアリールアルカンと他の電気絶縁油と
の混合物からなる電気絶縁油が開示されているか、ある
いは電気絶縁油にジアリールアルカンを少量漏油検出標
識物質として添加してなる電気絶縁油が開示されている
のみである。また上記の公報に開示された電気絶縁油と
してのジアリールアルカン類は、その絶縁破壊電圧、体
積抵抗率、誘電正接および誘電率などの電気特性が劣っ
ていたり、臭気が強かったり、あるいは生分解性に劣る
などの問題点があった。In addition, various proposals have been made in the past regarding the use of diaryl alkanes other than diaryl etals and diaryl propanes as electric insulating oils. For example, JP-A-55-41667, JP-A-55-88205, and JP-A-56- 36
No. 805, No. 56-165205 and No. 59-51407. However, the above publication does not disclose an electric insulating oil consisting of a diarylalkane alone, but discloses an electric insulating oil consisting of a mixture of a diarylalkane and another electric insulating oil, or the electric insulating oil contains a diarylalkane. Only an electrical insulating oil obtained by adding a small amount of an alkane as an oil leak detection labeling substance is disclosed. Further, the diarylalkanes as electric insulating oils disclosed in the above publications have inferior electric characteristics such as dielectric breakdown voltage, volume resistivity, dielectric loss tangent and dielectric constant, have a strong odor, or are biodegradable. There were problems such as being inferior to.
本発明者らはこのような問題点を解決するため、種々
のジアリールアルカルについてその電気絶縁油として求
められる特性を改良すべく研究を進めた結果、従来のジ
アリールアルカン類と比較して、ジアリールブタンの１
種または２種以上からなる電気絶縁油は、電気特性に優
れ、臭気が少なくかつ生分解性に優れていることを見出
して、本発明を完成するに至った。In order to solve these problems, the present inventors have conducted various studies on various diaryl alcals in order to improve the properties required as electric insulating oils, and as a result, compared with conventional diaryl alkanes, diaryl butanes have been obtained. Of 1
The present inventors have completed the present invention by finding that an electrical insulating oil composed of two or more species has excellent electrical characteristics, has little odor, and is excellent in biodegradability.
発明の目的 本発明は、上記のような従来技術に伴う問題点を解決
しようとするものであって、電気絶縁油として求められ
る要件を満すとともに、とくに電気特性に優れ、臭気が
少なくかつ生分解性にも優れているような電気絶縁油を
提供することを目的としている。OBJECT OF THE INVENTION The present invention is intended to solve the problems associated with the prior art as described above, and satisfies the requirements required as an electric insulating oil, and also has particularly excellent electric characteristics, low odor, and raw odor. The purpose is to provide an electrically insulating oil that is also excellent in degradability.
発明の概要 本発明に係る電気絶縁油は、下記の一般式で表わされ
るジアリールブタンの１種または２種以上からなること
を特徴としている。SUMMARY OF THE INVENTION The electrically insulating oil according to the present invention is characterized by comprising one or more diarylbutanes represented by the following general formula.
上記一般式中R1、R2、R3、R4およびR5はそれぞれ水素
原子、フェニル基、トリル基またはエチルフェニル基で
あり、R1、R2、R3、R4およびR5のうち水素以外の合計置
換基数は２であり、そのうちの少なくとも１つはフェニ
ル基である。 In the above general formula, R 1 , R 2 , R 3 , R 4 and R 5 are each a hydrogen atom, a phenyl group, a tolyl group or an ethylphenyl group, and R 1 , R 2 , R 3 , R 4 and R 5 Among them, the total number of substituents other than hydrogen is 2, and at least one of them is a phenyl group.
発明の具体的説明 以下本発明に係る電気絶縁油について具体的に説明す
る。DETAILED DESCRIPTION OF THE INVENTION The electrical insulating oil according to the present invention will be specifically described below.
本発明に係る電気絶縁油は、ジアリールブタンの１種
または２種以上からなっているが、ジアリールブタンの
具体例は次のとおりである。The electrical insulating oil according to the present invention comprises one or more diarylbutanes. Specific examples of the diarylbutanes are as follows.
1,1−ジフェニルブタン、1,2−ジフェニルブタン、1,
3−ジフェニルブタン、1,4−ジフェニルブタン、１−フ
ェニル−１−トリルブタン、１−フェニル−２−トリル
ブタン、１−フェニル−３−トリルブタン、１−フェニ
ル−４−トリルブタン、１−トリル−２−フェニルブタ
ン、１−トリル−３−フェニルブタン、２−トリル−３
−フェニルブタン、１−フェニル−１−エチルフェニル
ブタン、１−フェニル−２−エチルフェニルブタン、１
−フェニル−３−エチルフェニルブタン、１−フェニル
−４−エチルフェニルブタン、１−エチルフェニル−２
−フェニルブタン、１−エチルフェニル−３−フェニル
ブタン、２−エチルフェニル−３−フェニルブタン。1,1-diphenylbutane, 1,2-diphenylbutane, 1,
3-diphenylbutane, 1,4-diphenylbutane, 1-phenyl-1-tolylbutane, 1-phenyl-2-tolylbutane, 1-phenyl-3-tolylbutane, 1-phenyl-4-tolylbutane, 1-tolyl-2- Phenylbutane, 1-tolyl-3-phenylbutane, 2-tolyl-3
-Phenylbutane, 1-phenyl-1-ethylphenylbutane, 1-phenyl-2-ethylphenylbutane, 1
-Phenyl-3-ethylphenylbutane, 1-phenyl-4-ethylphenylbutane, 1-ethylphenyl-2
-Phenylbutane, 1-ethylphenyl-3-phenylbutane, 2-ethylphenyl-3-phenylbutane.
電気絶縁油を構成するジアリールブタンは、上記のよ
うなジアリールブタンが単独で用いられてもよく、また
混合物として用いられてもよい。As the diarylbutane constituting the electric insulating oil, the above-mentioned diarylbutanes may be used alone or as a mixture.
このようなジアリールブタンは、たとえばハロゲン化
アルミニウム触媒存在下に、ベンゼン、トルエンまたは
エチルベンゼンと１−フェニル−２−ブテンとを反応さ
せることにより製造することができる。またベンゼンと
１−トリル−２−ブテンまたは１−エチルフェニル−２
−ブテンを反応させることにより製造することもでき
る。Such a diarylbutane can be produced, for example, by reacting benzene, toluene or ethylbenzene with 1-phenyl-2-butene in the presence of an aluminum halide catalyst. In addition, benzene and 1-tolyl-2-butene or 1-ethylphenyl-2
It can also be produced by reacting butene.
触媒として用いられるハロゲン化アルミニウムとして
は、具体的には、AlCl3、AlBr3、AlI3、AlF3などが用い
られるが、このうちAlCl3が好ましい。As the aluminum halide used as a catalyst, specifically, AlCl 3 , AlBr 3 , AlI 3 , AlF 3 and the like are used, and of these, AlCl 3 is preferable.
触媒としてのハロゲン化アルミニウムは、それ自体で
使用しても良いが、有機ニトロ化合物、エステル、エー
テル、ケトン、メチルベンゼンなどと錯体化して使用す
ることもできる。The aluminum halide as a catalyst may be used by itself, but it may be used in the form of a complex with an organic nitro compound, ester, ether, ketone, methylbenzene and the like.
また別法として既知の製造方法である硫酸の存在下に
てベンゼン、トルエンおよび／またはエチルベンゼンと
ｎ−ブチルアルデヒドとの縮合により製造することもで
きる。Alternatively, it can be produced by condensation of benzene, toluene and / or ethylbenzene and n-butyraldehyde in the presence of sulfuric acid, which is a known production method.
本発明の電気絶縁油は、電気特性に優れ、臭気が少な
くかつ生分解性に優れている。The electrically insulating oil of the present invention has excellent electrical characteristics, has little odor, and is excellent in biodegradability.
また本発明に係る電気絶縁油は、単独でも通常の電気
絶縁油に要求される各種性状とともに、電気特性、無臭
性および生分解性にとくに優れた性状を兼ね備えている
が、必要に応じて公知のフェノール系、硫黄系およびリ
ン系の酸化防止剤あるいはリン酸エステル系化合物、エ
ポキシ化合物等からなる難燃性付与剤等を添加すること
もできる。Further, the electrical insulating oil according to the present invention has various properties required for ordinary electrical insulating oil alone, and also has properties particularly excellent in electrical characteristics, odorlessness and biodegradability, but it is known as necessary. The phenol-based, sulfur-based, and phosphorus-based antioxidants, or the flame-retardant imparting agent composed of a phosphoric acid ester-based compound, an epoxy compound, or the like may be added.
さらに本発明に係る電気絶縁油に、鉱油系絶縁油、ポ
リブテン、アルキルベンゼン系絶縁油や他の芳香族系絶
縁油等の電気特性改質剤を混合して使用することもでき
る。Further, the electrical insulating oil according to the present invention may be mixed with an electrical property modifier such as mineral oil-based insulating oil, polybutene, alkylbenzene-based insulating oil or other aromatic-based insulating oil.
一般に、鉱油系絶縁油は絶縁破壊電圧を向上させ、ポ
リブテンは体積抵抗率および誘電正接を改善し、アルキ
ルベンゼン系絶縁油および他の芳香族系絶縁油は絶縁破
壊電圧、誘電正接および流動点などを向上させるがいず
れも誘電率を低下させることが知られている。In general, mineral oil-based insulating oil improves dielectric breakdown voltage, polybutene improves volume resistivity and dielectric loss tangent, alkylbenzene-based insulating oil and other aromatic insulating oils increase dielectric breakdown voltage, dielectric loss tangent and pour point, etc. It is known to improve but both reduce the dielectric constant.
発明の効果 本発明に係る電気絶縁油は、絶縁破壊電圧、体積抵抗
率、および誘電率が高く、誘電損失が小さいという優れ
た電気特性を有するとともに、臭気が少なくかつ生分解
性に優れている。EFFECTS OF THE INVENTION The electrical insulating oil according to the present invention has excellent electrical characteristics such as high breakdown voltage, volume resistivity, and high dielectric constant and low dielectric loss, and also has little odor and excellent biodegradability. .
そのうえ、高沸点であり、流動性が良好でありかつ低
粘度であるという優れた諸性質を有する。In addition, it has excellent properties such as high boiling point, good fluidity and low viscosity.
以下本発明を実施例により説明するが、本発明はこれ
ら実施例に限定されるものではない。The present invention will be described below with reference to examples, but the present invention is not limited to these examples.
なお実施例中の％は重量基準である。 In the examples,% is based on weight.
実施例１ 撹拌機つきの容量２のガラス反応器に、ベンゼン10
モルと無水塩化アルミニウム0.1モルを入れて撹拌しな
がら内部温度を10℃に保った。ここへ１−フェニル−２
−ブテン0.5モルとベンゼン２モルの混合液を連続的に
４時間にわたり滴下して反応させた。混合液滴下終了後
も撹拌しながら20分間温度を10℃に保った。その後撹拌
を止め、反応生成物を分離回収しカセイソーダ水溶液で
洗浄中和し、硫酸ゾータ上で乾燥した。さらに減圧蒸留
を行い得られた無色透明な留分を活性白土処理して精製
し、ジフェニルブタン368ミリモルを得た。得られたジ
フェニルブタンの異性体組成は1,1−体24％、1,2−体25
％、1,3−体51％であった。１−フェニル−２−ブテン
の転化率は100％であり、１−フェニル−２−ブテン基
準の収率は73.6％であった。Example 1 Benzene 10 was added to a volume 2 glass reactor equipped with a stirrer.
And 0.1 mol of anhydrous aluminum chloride were added and the internal temperature was kept at 10 ° C. with stirring. 1-phenyl-2 here
-A mixed solution of 0.5 mol of butene and 2 mol of benzene was continuously added dropwise over 4 hours for reaction. The temperature was kept at 10 ° C. for 20 minutes with stirring even after the completion of the mixed droplets. After that, the stirring was stopped, the reaction product was separated and collected, washed with a caustic soda aqueous solution to be neutralized, and dried on a sulfuric acid zota. Further, the colorless and transparent fraction obtained by distillation under reduced pressure was treated with activated clay and purified to obtain 368 mmol of diphenylbutane. The isomer composition of the obtained diphenylbutane was 1,1-isomer 24% and 1,2-isomer 25.
%, 1,3-body 51%. The conversion rate of 1-phenyl-2-butene was 100%, and the yield based on 1-phenyl-2-butene was 73.6%.
このようにして得られた電気絶縁油の一般性状を調べ
るため、比重、沸点、流動点、粘度などの物性測定を行
った。結果を表１に示す。In order to investigate the general properties of the electric insulating oil thus obtained, physical properties such as specific gravity, boiling point, pour point and viscosity were measured. The results are shown in Table 1.
また得られた電気絶縁油を用い、電気特性を調べるた
め常法に従って絶縁破壊電圧、体積抵抗率、誘電正接、
誘電率を測定した。結果を表１に示す。In addition, using the obtained electrical insulating oil, breakdown voltage, volume resistivity, dielectric loss tangent,
The dielectric constant was measured. The results are shown in Table 1.
また得られた電気絶縁油の臭気試験を行うため、該電
気絶縁油を30名の試験者にかがせて臭いを判定した。そ
の結果を表１に示す。Further, in order to perform an odor test of the obtained electric insulating oil, the electric insulating oil was overwhelmed by 30 testers to judge the odor. The results are shown in Table 1.
得られた電気絶縁油の生分解性を調べるため、以下の
ような生分解性試験を行った。容量500mlの振盪フラス
コに基礎培養基を100mlとり、この基礎培養基に電気絶
縁油を200ppmとなるように添加した。次に活性汚泥を懸
濁物質濃度が100ppmとなるように添加した。フラスコは
綿栓し、振盪培養器（三田村理研製）で25±１℃に保ち
ながら２週間培養した。培養後、振盪フラスコより電気
絶縁油を抽出し、ガスクロマトグラフで生分解率を求め
た。結果を表１に示す。In order to investigate the biodegradability of the obtained electrical insulating oil, the following biodegradability test was conducted. 100 ml of the basal culture medium was placed in a shake flask having a volume of 500 ml, and electrically insulating oil was added to the basal culture medium so that the concentration was 200 ppm. Next, activated sludge was added so that the concentration of suspended matter was 100 ppm. The flask was stoppered with cotton and cultivated for 2 weeks while being kept at 25 ± 1 ° C. in a shaking incubator (manufactured by Mitamura Riken). After culturing, the electrically insulating oil was extracted from the shake flask, and the biodegradation rate was determined by gas chromatography. The results are shown in Table 1.
実施例２ 実施例１において、ベンゼンに代えてトルエンを用い
た以外は、実施例１と同様にしてフェニルトリルブタン
386ミリモルを得た。この異性体組成は1,1−体13％、1,
2−体45％、1,3−体42％であった。１−フェニル−２−
ブテンの転化率は100％であり、同基準の収率は77.2％
であった。Example 2 Phenyltolylbutane was obtained in the same manner as in Example 1 except that toluene was used instead of benzene.
386 mmol was obtained. This isomer composition is 1,1-body 13%, 1,
It was 2-body 45% and 1,3-body 42%. 1-phenyl-2-
Butene conversion rate is 100%, yield of the same standard is 77.2%
Met.
実施例１と同様にして、得られた電気絶縁油の物性測
定、電気特性測定、臭気試験および生分解性試験を行っ
た。結果を表１に示す。In the same manner as in Example 1, the obtained electrical insulating oil was subjected to physical property measurement, electrical property measurement, odor test and biodegradability test. The results are shown in Table 1.
実施例３ 実施例１において、ベンゼンに代えてエチルベンゼン
を用いた以外は、実施例１と同様にしてフェニルエチル
フェニルブタン395ミリモルを得た。この異性体組成は
1,1−体６％、1,2−体35％、1,3−体59％であった。１
−フェニル−２−ブテンの転化率は100％であり、同基
準の収率は79.0％であった。Example 3 In the same manner as in Example 1 except that ethylbenzene was used instead of benzene, 395 mmol of phenylethylphenylbutane was obtained. This isomer composition is
The content was 1,1-body 6%, 1,2-body 35%, and 1,3-body 59%. 1
The conversion of -phenyl-2-butene was 100%, and the yield on the same basis was 79.0%.
実施例１と同様にして、得られた電気絶縁油の物性測
定、電気特性測定、臭気試験および生分解性試験を行っ
た。結果を表１に示す。In the same manner as in Example 1, the obtained electrical insulating oil was subjected to physical property measurement, electrical property measurement, odor test and biodegradability test. The results are shown in Table 1.
実施例４ 撹拌機つきの容量１のガラス反応器に、94％硫酸2.
0モルを入れ、ベンゼン0.4モルおよびｎ−ブチルアルデ
ヒド0.07モルの混合物を15℃で３分間撹拌しながら連続
的に少しずつ入れた後、内容物の温度を−10℃に冷却し
て保持し、撹拌しながらｎ−ブチルアルデヒド0.63モル
とベンゼン3.60モルの混合物を４時間にわたり少量ずつ
連続して滴下して反応させた。この間、反応系のｎ−ブ
チルアルデヒドの濃度は0.5％以下であった。滴下終了
後も−10℃で30分間撹拌を続けた。その後、撹拌を止
め、反応器を静置し反応生成物を分離回収し、炭酸ソー
ダ水溶液で洗浄中和し、塩化マグネシウムで乾燥した。
さらに減圧蒸留を行い、得られた無色透明な留分を活性
白土処理して精製することにより1,1−ジフェニルブタ
ンを収率90％（ｎ−ブチルアルデヒド基準）で得た。Example 4 In a volume 1 glass reactor equipped with a stirrer, 94% sulfuric acid 2.
0 mol was added, and a mixture of 0.4 mol of benzene and 0.07 mol of n-butyraldehyde was continuously added little by little while stirring at 15 ° C for 3 minutes, and then the temperature of the contents was cooled to -10 ° C and kept, While stirring, a mixture of 0.63 mol of n-butyraldehyde and 3.60 mol of benzene was continuously added dropwise little by little over 4 hours for reaction. During this period, the concentration of n-butyraldehyde in the reaction system was 0.5% or less. After completion of dropping, stirring was continued at -10 ° C for 30 minutes. Then, the stirring was stopped, the reactor was allowed to stand and the reaction product was separated and collected, washed and neutralized with an aqueous solution of sodium carbonate, and dried with magnesium chloride.
Distillation under reduced pressure was carried out, and the resulting colorless and transparent fraction was treated with activated clay to purify it, whereby 1,1-diphenylbutane was obtained in a yield of 90% (based on n-butyraldehyde).
実施例１と同様にして得られた電気絶縁油の物性測
定、電気特性測定、臭気試験および生分解性試験を行っ
た。結果を表１に示す。The electrical insulating oil obtained in the same manner as in Example 1 was subjected to physical property measurement, electrical property measurement, odor test and biodegradability test. The results are shown in Table 1.
比較例 電気絶縁油として１−フェニル−１−（3,4−ジメチ
ルフェニル）エタンを用いて実施例１と同様にして物性
測定、電気特性測定、臭気試験および生分解性試験を行
った。結果を表１に示す。Comparative Example 1-Phenyl-1- (3,4-dimethylphenyl) ethane was used as electrical insulating oil, and physical properties, electrical characteristics, odor test and biodegradability test were conducted in the same manner as in Example 1. The results are shown in Table 1.
この表１より、本発明に係る電気絶縁油は、電気特性
に優れ、臭気が少なくかつ生分解性にも優れていること
がわかる。 From Table 1, it can be seen that the electric insulating oil according to the present invention has excellent electrical characteristics, has little odor, and is excellent in biodegradability.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 今井 千裕 神奈川県横浜市緑区美しが丘４丁目49番地 の５ (56)参考文献 特開 昭57−24528（ＪＰ，Ａ) 特開 昭59−196832（ＪＰ，Ａ) ─────────────────────────────────────────────────── ─── Continuation of front page (72) Inventor Chihiro Imai 5-4, 4-49, Utsukushigaoka, Midori-ku, Yokohama-shi, Kanagawa (56) References JP 57-24528 (JP, A) JP 59-196832 ( JP, A)
Claims (4)
ンの１種または２種以上からなる電気絶縁油。 ［式中R1、R2、R3、R4およびR5はそれぞれ水素原子、フ
ェニル基、トリル基またはエチルフェニル基であり、
R1、R2、R3、R4およびR5のうち水素以外の合計置換基数
は２であり、かつそのうちの少なくとも１つはフェニル
基である。］1. An electrically insulating oil comprising one or more diarylbutanes represented by the following general formula. [Wherein R 1 , R 2 , R 3 , R 4 and R 5 are each a hydrogen atom, a phenyl group, a tolyl group or an ethylphenyl group,
The total number of substituents other than hydrogen among R 1 , R 2 , R 3 , R 4 and R 5 is 2, and at least one of them is a phenyl group. ]
ンである特許請求の範囲第１項に記載の電気絶縁油。2. The electrical insulating oil according to claim 1, wherein the diarylbutane is diphenylbutane.
ブタンである特許請求の範囲第１項に記載の電気絶縁
油。3. The electrically insulating oil according to claim 1, wherein the diarylbutane is phenyltolylbutane.
フェニルブタンである特許請求の範囲第１項に記載の電
気絶縁油。4. The electrical insulating oil according to claim 1, wherein the diarylbutane is phenylethylphenylbutane.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4799687A JPH088016B2 (en) | 1987-03-03 | 1987-03-03 | Electrical insulating oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4799687A JPH088016B2 (en) | 1987-03-03 | 1987-03-03 | Electrical insulating oil |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63216205A JPS63216205A (en) | 1988-09-08 |
| JPH088016B2 true JPH088016B2 (en) | 1996-01-29 |
Family
ID=12790926
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4799687A Expired - Lifetime JPH088016B2 (en) | 1987-03-03 | 1987-03-03 | Electrical insulating oil |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH088016B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107533878B (en) * | 2015-04-13 | 2020-03-10 | 日新电机株式会社 | Electric insulating oil base oil for oil-filled electrical equipment, electric insulating oil containing same, and oil-filled electrical equipment |
-
1987
- 1987-03-03 JP JP4799687A patent/JPH088016B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63216205A (en) | 1988-09-08 |
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