JPH0564941B2 - - Google Patents

Info

Publication number
JPH0564941B2
JPH0564941B2 JP21585585A JP21585585A JPH0564941B2 JP H0564941 B2 JPH0564941 B2 JP H0564941B2 JP 21585585 A JP21585585 A JP 21585585A JP 21585585 A JP21585585 A JP 21585585A JP H0564941 B2 JPH0564941 B2 JP H0564941B2
Authority
JP
Japan
Prior art keywords
acid
compound
present
toluene
wood
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
Application number
JP21585585A
Other languages
Japanese (ja)
Other versions
JPS6272651A (en
Inventor
Takeshi Inoe
Matsuichi Horie
Toshio Sato
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Tanabe Pharma Corp
Original Assignee
Yoshitomi Pharmaceutical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Yoshitomi Pharmaceutical Industries Ltd filed Critical Yoshitomi Pharmaceutical Industries Ltd
Priority to JP21585585A priority Critical patent/JPS6272651A/en
Publication of JPS6272651A publication Critical patent/JPS6272651A/en
Publication of JPH0564941B2 publication Critical patent/JPH0564941B2/ja
Granted legal-status Critical Current

Links

Landscapes

  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Chemical And Physical Treatments For Wood And The Like (AREA)

Description

【発明の詳細な説明】 本発明は、式 で表わされる新規なパラヒドロキシ安息香酸ドコ
シルエステルに関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention is based on the formula This invention relates to a novel parahydroxybenzoic acid docosyl ester represented by:

本発明の化合物は、たとえばパラヒドロキシ安
息香酸とドコシルアルコールを適当な溶媒(トル
エン、ベンゼン、クロロホルム、ジクロロメタン
など)に溶かし、ルイス酸(塩化アルミニウム、
四塩化スズなど)やプロトン酸(濃硫酸など)の
酸触媒の存在下に反応させることにより得ること
ができる。
The compound of the present invention can be prepared by dissolving parahydroxybenzoic acid and docosyl alcohol in a suitable solvent (toluene, benzene, chloroform, dichloromethane, etc.) and preparing a Lewis acid (aluminum chloride, dichloromethane, etc.).
It can be obtained by reacting in the presence of an acid catalyst such as tin tetrachloride, etc.) or a protic acid (concentrated sulfuric acid, etc.).

また、パラヒドロキシ安息香酸の反応性誘導体
として酸ハライド(酸クロライドなど)、酸無水
物、クロロ炭酸エステルなどとの混合酸無水物ま
たは活性エステル(p−トルエンスルホン酸との
エステルなど)も原料として用いることが可能で
ある。
In addition, as reactive derivatives of parahydroxybenzoic acid, acid halides (such as acid chlorides), acid anhydrides, mixed acid anhydrides with chlorocarbonate, etc., or active esters (such as esters with p-toluenesulfonic acid) are also used as raw materials. It is possible to use

本発明化合物()は、木材害虫である白蟻に
対する忌避効力が特に優れており、木材保存剤と
しての利用に適している。
The compound () of the present invention has particularly excellent repellency against termites, which are wood pests, and is suitable for use as a wood preservative.

本化合物のイエシロアリに対する忌避効力は忌
避率で80〜90%を示した。同一濃度(10000ppm)
でオクチルエステルの場合は約35%であつた。
The repellent efficacy of this compound against house termites was 80-90% in terms of repellency rate. Same concentration (10000ppm)
In the case of octyl ester, it was about 35%.

本発明化合物を木材保存剤として使用するに際
しては、本発明化合物を適当な溶剤に溶かし、木
質材料などの原材料に塗布、散布または浸漬、注
入などの方法や、樹脂に添加して用いることも可
能である。
When using the compound of the present invention as a wood preservative, the compound of the present invention can be dissolved in an appropriate solvent and applied to raw materials such as wood materials, sprayed, dipped, or injected, or added to resin. It is.

また、防腐剤、殺菌剤、殺虫剤、他の忌避剤と
併用して用いることも可能であり、木材保存上、
特に有効である。
It can also be used in combination with preservatives, fungicides, insecticides, and other repellents, and for wood preservation.
Particularly effective.

実施例 脱水器、温度計を付した200ml三つ口フラスコ
にp−ヒドロキシ安息香酸13.8g、ドコシルアル
コール32.6g、濃硫酸0.7gおよびトルエン50ml
を仕込み、加熱環流下に7時間反応させた。反応
物を水洗後、トルエンを留去し、残査をトルエン
とヘキサンの混合溶媒から再結晶すると、融点
76.5〜78.5℃のp−ヒドロキシ安息香酸ドコシル
エステルの白色結晶が得られた。
Example 13.8 g of p-hydroxybenzoic acid, 32.6 g of docosyl alcohol, 0.7 g of concentrated sulfuric acid, and 50 ml of toluene in a 200 ml three-necked flask equipped with a dehydrator and thermometer.
was charged and reacted under heating and reflux for 7 hours. After washing the reactant with water, the toluene is distilled off, and the residue is recrystallized from a mixed solvent of toluene and hexane.
White crystals of p-hydroxybenzoic acid docosyl ester were obtained at 76.5-78.5°C.

Claims (1)

【特許請求の範囲】 1 式 で表わされるパラヒドロキシ安息香酸ドコシルエ
ステル。
[Claims] 1 formula Parahydroxybenzoic acid docosyl ester represented by
JP21585585A 1985-09-27 1985-09-27 P-hydroxybenzoic acid compound Granted JPS6272651A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP21585585A JPS6272651A (en) 1985-09-27 1985-09-27 P-hydroxybenzoic acid compound

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP21585585A JPS6272651A (en) 1985-09-27 1985-09-27 P-hydroxybenzoic acid compound

Publications (2)

Publication Number Publication Date
JPS6272651A JPS6272651A (en) 1987-04-03
JPH0564941B2 true JPH0564941B2 (en) 1993-09-16

Family

ID=16679389

Family Applications (1)

Application Number Title Priority Date Filing Date
JP21585585A Granted JPS6272651A (en) 1985-09-27 1985-09-27 P-hydroxybenzoic acid compound

Country Status (1)

Country Link
JP (1) JPS6272651A (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1130536B1 (en) 1994-12-16 2004-04-28 Hyundai Electronics America Digitizer stylus apparatus and method
CN1244097A (en) * 1997-11-25 2000-02-09 武田药品工业株式会社 Wood preservative, rot- and insect-proofing system, and bait kit
JPH11217310A (en) * 1997-11-25 1999-08-10 Takeda Chem Ind Ltd Preservative for timber
DE102008054615A1 (en) * 2008-12-15 2010-06-17 Robert Bosch Gmbh Process for the preparation of an ester and binder system
JP6812112B2 (en) * 2016-02-25 2021-01-13 上野製薬株式会社 Method for Purifying 4-Hydroxybenzoic Acid Long Chain Ester
JP6503227B2 (en) * 2015-05-27 2019-04-17 上野製薬株式会社 Purification method of 4-hydroxybenzoic acid long chain ester
JP6518512B2 (en) * 2015-05-27 2019-05-22 上野製薬株式会社 Purification method of 4-hydroxybenzoic acid long chain ester
JP6503228B2 (en) * 2015-05-27 2019-04-17 上野製薬株式会社 Purification method of 4-hydroxybenzoic acid long chain ester
JP7451077B2 (en) * 2017-10-05 2024-03-18 上野製薬株式会社 pest repellent
JP6968749B2 (en) * 2018-05-16 2021-11-17 上野製薬株式会社 Pest repellent

Also Published As

Publication number Publication date
JPS6272651A (en) 1987-04-03

Similar Documents

Publication Publication Date Title
US3954814A (en) Alkadienylcyclopropanecarboxylates
US3666789A (en) Cyclopropanecarboxylic acid esters
US3318766A (en) Chrysanthemum carboxylic acid maleimidomethyl ester insecticidal compositions
JPH0564941B2 (en)
DE2327660C3 (en) Cyclopropanecarboxylic acid esters, process for their preparation and their use as insecticides
IL45358A (en) 2-dichlorovinyl-3,3-dimethyl cyclopropane carbocylic acid phenylbutenyl esters processes for producing the same pesticidal compositions containing the same and method of controlling pests by use thereof
US3966963A (en) Insecticidal composition containing cyclopropane-carboxylate
US3266984A (en) Chrysanthemic acid esters
JPS63230669A (en) Insect and mite repellent
US4404014A (en) Salt-like products of the addition of phenols onto amino organosilane esters and method for the preparation thereof and use as a preservative
US2884355A (en) Insect repellent composition comprising a diethyl, di-n-protyl or di-n-butyl pyridine dicarboxylate, a stabilizer and a method of use
JP3376395B2 (en) Novel carboxylic acid ester derivatives, and insecticide and insect repellent compositions
US3669989A (en) Cyclopropanecarboxylic acid esters
RU2001101165A (en) Substituted five-membered heterocyclic compounds, fungicidal compositions containing them, and methods for their preparation
JPH0447659B2 (en)
CN108329263B (en) A kind of 1,8-naphthalimide amide compound and use thereof
US4405529A (en) Method for the preparation of difluoromethoxyaromatic compounds
US3440245A (en) Glutarimidomethyl and beta-methylglutarimidomethyl esters of chrysanthemum carboxylic acids
WO1985003289A1 (en) Parahydroxybenzoate compound
US4500733A (en) Process for preparing dihalovinylcyclopropanecarboxylic acids
US4404148A (en) Method for the preparation of difluoromethoxyaromatic compounds
JPS6051452B2 (en) Substituted isovaleric acids and their esters
JPS60237049A (en) P-hydroxybenzoic acid compound
JP3170401B2 (en) 2- (1-hydroxyisopropyl) -5-methylcyclopentanone and pest repellent
RU92009227A (en) Method of producing 3-phenoxybenzene ester of 3- (2,2-dichlorovinil) -2,2-dimethylcyclophosphonatecarboxylic acid