JPS61279247A - Aromatic preparation containing component such as hiba oil - Google Patents

Aromatic preparation containing component such as hiba oil

Info

Publication number
JPS61279247A
JPS61279247A JP60121678A JP12167885A JPS61279247A JP S61279247 A JPS61279247 A JP S61279247A JP 60121678 A JP60121678 A JP 60121678A JP 12167885 A JP12167885 A JP 12167885A JP S61279247 A JPS61279247 A JP S61279247A
Authority
JP
Japan
Prior art keywords
oil
neutral oil
cypress
wood
neutral
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.)
Granted
Application number
JP60121678A
Other languages
Japanese (ja)
Other versions
JPH0226679B2 (en
Inventor
松尾 勝一
孝夫 百瀬
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.)
NIPPON F D KK
Original Assignee
NIPPON F D KK
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 NIPPON F D KK filed Critical NIPPON F D KK
Priority to JP60121678A priority Critical patent/JPS61279247A/en
Publication of JPS61279247A publication Critical patent/JPS61279247A/en
Publication of JPH0226679B2 publication Critical patent/JPH0226679B2/ja
Granted legal-status Critical Current

Links

Abstract

(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。
(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

【発明の詳細な説明】 (技術の分野) この発明は、例えば、ヒバ、ヒノキ等から採取されるヒ
バ油等の植物精油を分離精製して得られる中性油を含有
することを特徴とする芳香精製剤に関する。
Detailed Description of the Invention (Field of Technology) The present invention is characterized in that it contains a neutral oil obtained by separating and refining a plant essential oil such as Hiba oil collected from Hiba, Cypress, etc. Related to aroma purifiers.

(従来の技術) ヒバ、ヒノキ等の木材は、香気が強く、光沢もあり、ま
た強靭であることから建築材を始め広く利用されている
。しかし、長期間にわたって新材と同様の香気、艶を保
持させるのは困難である。
(Prior Art) Wood such as cypress and cypress has a strong aroma, is glossy, and is strong, so they are widely used as construction materials and other materials. However, it is difficult to maintain the same aroma and luster as new wood for a long period of time.

従来は、ヒバ、ヒノキ材が建築材として利用されている
場合には、空拭きする。ヌカ袋でみがく等の手段によっ
ていた。
Conventionally, when Hiba or Hinoki wood is used as a building material, it is dry wiped. It was removed by methods such as polishing with a rice bran bag.

ヒバ等の植物精油中からヒノキチオールを精製する方法
は、例えば、薬学雑誌(64,181〜185゜194
4)や、特許公報(特公昭33−8518)に記載され
ている。
A method for purifying hinokitiol from plant essential oil such as Hiba is described in, for example, Pharmaceutical Journal (64,181-185゜194
4) and the patent publication (Japanese Patent Publication No. 33-8518).

前者は、ヒノキチオール含有植物精油を苛性ソーダの如
きアルカリと反応させ、アルカリ・ヒノキチオラートの
結晶として分離精製する方法であり、後者は、ヒノキチ
オール含有植物精油からアルカリ抽出により酸性油を分
離し、その酸性油から重炭酸ソーダで有@酸を除去した
後、その残油を一価金属の塩とし、その溶液に二価若く
は二価以上の金属塩を加えて放置し、得られた沈殿物を
温湯で洗浄し残った金属錯塩を石油エーテルで覆うてよ
く攪半しながら過剰の稀塩酸を添加してヒノキチオール
を石油エーテル暦へ移行させたのち石油エーテルを追い
出し残留物を蒸留するか又は前記錯塩を苛性ソーダによ
りナトリュウム塩をへてヒノキチオールを得るものであ
る。
The former is a method in which hinokitiol-containing plant essential oil is reacted with an alkali such as caustic soda, and separated and purified as crystals of alkali hinokitiolate.The latter is a method in which acidic oil is separated from hinokitiol-containing plant essential oil by alkaline extraction, and the acidic oil is purified. After removing the acid with bicarbonate of soda, convert the residual oil into a monovalent metal salt, add a divalent metal salt or a divalent or higher valent metal salt to the solution, leave it to stand, and wash the resulting precipitate with warm water. Cover the remaining metal complex with petroleum ether and add excess dilute hydrochloric acid while stirring well to transfer hinokitiol to petroleum ether, then drive off the petroleum ether and distill the residue, or dissolve the complex salt with caustic soda. Hinokitiol is obtained by passing through sodium salt.

(発明が解決しようとする問題点) 上記の如く、ヒバ、ヒノキ等から採取されたヒバ油中に
は、ヒノキチオールが含まれていることが知られている
が、ヒバ油中には、この外、芳香成分を含む多くの成分
が含まれている0本願発明の発明者等はこれら芳香成分
等が何らかの用途に利用可能な有効成分を含んでいるの
ではないかとの着想の下に研究を行い、この発明を完成
するに至ったものである。
(Problems to be Solved by the Invention) As mentioned above, it is known that hiba oil collected from cypress, cypress, etc. contains hinokitiol; The inventors of the present invention conducted research based on the idea that these aromatic components may contain active ingredients that can be used for some purpose. , which led to the completion of this invention.

ヒバ油成分中の中性油分にほとんどの芳香成分を含む有
効成分とが含まれており、また、ヒノキチオールは酸性
油分中に含まれている。従って。
Most of the active ingredients, including aromatic ingredients, are contained in the neutral oil component of the cypress oil component, and hinokitiol is contained in the acidic oil component. Therefore.

まず、ヒバ油を中性油と酸°性油に分離することが重要
であるが、上記した文献はアルカリと反応させて酸性油
を得る旨の簡略な記載があるのみである。
First, it is important to separate cypress oil into neutral oil and acidic oil, but the above-mentioned literature only briefly describes that acidic oil is obtained by reacting with an alkali.

本願発明者等は、上記く鑑み、ヒバ油を酸性油と中性油
とに分離する簡易な方法、特に、中性油をその芳香性を
損なわないで分取する方法奄同日付けで提出の特許願(
A)において明らかにしたが、本願発明においては、得
られた中性油の有効性、用途を明らかにするものである
In view of the above, the inventors of the present application have proposed a simple method for separating cypress oil into acidic oil and neutral oil, and in particular, a method for fractionating the neutral oil without impairing its aromatic properties. Patent application (
Although it was clarified in A), the present invention clarifies the effectiveness and uses of the obtained neutral oil.

(発明の構成) A、中性油と酸性油との分離精製 ヒバ、ヒノキ類植物の葉部、木質部、根部を粉砕したも
の、或は、ヒバ材、ヒノキ材等の伐採ないし製材時に生
じるオガクズを水蒸気蒸留又は乾留して得られた留液に
、例えばlO%%aOH等のアルカリ溶液を加えて水蒸
気蒸留する。これによって得られた蒸留分は中性油分と
水分とから成り、#性油分は蒸留残分中に含まれている
0本願発明の分離方法によれば、従来の方法に比較して
極めて簡単な方法で中性油と酸性油とに分離することが
出来る。
(Structure of the invention) A. Separation and purification of neutral oil and acidic oil. Crushed leaves, wood, and roots of cypress and cypress plants, or sawdust produced during felling or sawing of cypress wood, cypress wood, etc. To the distillate obtained by steam distilling or dry distilling, for example, an alkaline solution such as 10% aOH is added and steam distilled. The distilled fraction obtained by this is composed of neutral oil and water, and #-type oil is contained in the distillation residue. According to the separation method of the present invention, it is extremely simple compared to conventional methods can be separated into neutral oil and acidic oil.

得られた中性油分は、更に1例えば、冷凍庫に入れ水分
を凍結させることにより水分を分離させれば、精製中性
油を得ることが出来る。
If the obtained neutral oil is further separated from water by, for example, placing it in a freezer to freeze the water, a refined neutral oil can be obtained.

次に、上記により得られた中性油を更に蒸留することに
より1例えば、下記のように分別することが出来る。
Next, by further distilling the neutral oil obtained above, it can be fractionated, for example, as follows.

a、香気が強く、さらりとした油、低温でも固化しない
a. Strong aroma, smooth oil, and does not solidify even at low temperatures.

b、香気は希薄で、粘度ある油、低温でも固化しない。b. The aroma is dilute, the oil is viscous, and does not solidify even at low temperatures.

C1香気はなく、粘度も高く、低温で固化。C1 Has no odor, has high viscosity, and solidifies at low temperatures.

上記の如く分離精製された中性油は、豊かな芳香を有し
、下記に詳述するように防虫材、芳香剤芳香粘着剤、芳
香清拭剤等々様々な用途に利用することが可俺である。
The neutral oil separated and purified as described above has a rich aroma and can be used for various purposes such as insect repellent, aromatic adhesive, aromatic cleaning agent, etc. as detailed below. be.

B、分離試験例 ヒバ材のオガクズを乾留して得られた粗精ヒバ油100
0gに10%NaOH溶液5001を加えて混合し、こ
れに水蒸気を導入して蒸留液5000mlを取り、これ
を冷凍庫に入れ、水分との凍結分離をくりかえし、精製
中性油分eoogを得た。(この中性油分は前述の通り
、更に分別蒸留により性質を異にするグループに分子f
11可能である。) また、水蒸気蒸留残分(酸性油分)よりアルカリ層を分
取し、これを石油エーテルで洗浄し、アルカリ部分にH
Clを加えてpH4に調整、析出する油分を石油エーテ
ルで抽出し、これを更に、アルミナを充填したタワーに
流し吸着させた後、同量の石油エーテルを2回流して洗
浄し、次いで、アルコールを流して溶出させ、得られた
溶出液を濃縮し、mp50℃のヒノキチオール10gを
得た。
B. Separation test example Crude cypress oil obtained by carbonizing sawdust of cypress wood 100
0g and 10% NaOH solution 5001 were added and mixed, water vapor was introduced into this, 5000ml of distillate was taken, this was placed in a freezer, and freeze separation from water was repeated to obtain purified neutral oil eoog. (As mentioned above, this neutral oil component is further divided into groups with different properties by fractional distillation.)
11 is possible. ) Also, an alkaline layer is separated from the steam distillation residue (acidic oil), washed with petroleum ether, and the alkaline portion is
The pH was adjusted to 4 by adding Cl, and the precipitated oil was extracted with petroleum ether, which was then poured into a tower filled with alumina to be adsorbed, washed twice with the same amount of petroleum ether, and then washed with alcohol. The eluate obtained was concentrated to obtain 10 g of hinokitiol with a mp of 50°C.

C2有効性試験 (a)芳香性 豊かな芳香性を持ち、特に、中性油を90℃〜110℃
の範囲で蒸留分別したものは、強い香気があり、0.1
%〜10%の濃度に薄めたちのおいても充分な芳香性を
保つものであった。
C2 Efficacy Test (a) Aromaticity Rich aromaticity, especially neutral oil at 90°C to 110°C
Those distilled and fractionated within the range of 0.1
Even when the concentration was diluted to 10% to 10%, sufficient aromatic properties were maintained.

(b)物質溶解性 ある物質を溶解するのに必要な中性油の量を多くの物質
に対して試験した処、高い物質溶解性を持つことが検証
された。
(b) Solubility of substances The amount of neutral oil required to dissolve a certain substance was tested for many substances, and it was verified that it had high substance solubility.

(C)防虫性 前記の如く精製した中性油をアルコールで薄めて木片に
含浸させたものと、何も含浸させない木片との比較を行
った。比較実験においては、両木片を一定の距離だけ離
して同一の皿に配置し、数十匹の蟻を放した処、中性油
を含浸させた木片には蟻は近寄らず、また数分後に全て
の蟻が死滅したことから、この中性油は昆虫類の忌避な
いし防虫、殺虫効力を有する成分を含有していることが
証明された。
(C) Insect repellency A comparison was made between a piece of wood impregnated with the purified neutral oil diluted with alcohol and a piece of wood that was not impregnated with anything. In a comparative experiment, both pieces of wood were placed in the same dish with a certain distance apart, and dozens of ants were released.The ants did not approach the piece of wood impregnated with neutral oil, and after a few minutes, Since all the ants were killed, it was proven that this neutral oil contains ingredients that have insect repellent, insect repellent, and insecticidal effects.

(d)抗菌性 ブドウ状球菌、大腸菌、枯草菌、アスペルギルス・フラ
バス等の菌類に対し、上記中性油の濃度別に抗菌作用を
調べた処、顕著な抗菌作用が検証された。
(d) Antibacterial When the antibacterial effect of the neutral oil was investigated at different concentrations against fungi such as Staphylococcus, Escherichia coli, Bacillus subtilis, and Aspergillus flavus, significant antibacterial activity was verified.

D、用途 (a)清拭剤 精製中性油をアルコール、石油エーテル、灯油等に0.
1%〜10%の濃度に溶解し、乾燥布に噴霧ないし塗布
して利用する清拭剤を製造した。
D. Application (a) Cleaning agent Add purified neutral oil to alcohol, petroleum ether, kerosene, etc.
A cleaning agent was prepared by dissolving the solution at a concentration of 1% to 10% and spraying or coating it on a dry cloth.

この清拭剤を付着させた布で木製の柱、家具等を清拭す
れば、その表面は洗浄され艶出し効果が得られ、かつ、
芳香の発散もある。
If you wipe wooden pillars, furniture, etc. with a cloth coated with this cleaning agent, the surface will be cleaned and a glossy effect will be obtained, and
It also emits a fragrance.

更に、防虫効果があるので、柱の虫食い等を防止するこ
とが出来る。なお、この清拭剤を直接噴霧ないし塗布し
ても良い。
Furthermore, since it has an insect repellent effect, it is possible to prevent the pillars from being eaten by insects. Note that this cleaning agent may be directly sprayed or applied.

(b)芳香剤 精製中性油をアルコニル1石油エーテル、灯油等に0.
1%〜10%の濃度に溶解したものを加圧容器に充填し
、フロンガス等を加えて密封し噴霧芳香剤を製造した。
(b) Fragrance Refined neutral oil to 1% alconyl petroleum ether, kerosene, etc.
A pressurized container was filled with the solution dissolved at a concentration of 1% to 10%, and a fluorocarbon gas or the like was added thereto and the container was sealed to produce a spray fragrance.

この噴霧芳香剤を室内に適量噴霧することにより、新築
時と同様の新鮮味を得ることが出来るばかりでなく、押
し入れ等に噴霧すれば防虫効果も得られる。
By spraying an appropriate amount of this atomized air freshener indoors, it is possible not only to obtain a fresh taste similar to when the room was newly built, but also to obtain an insect repellent effect by spraying it in a closet or the like.

また、この噴霧芳香剤の製造法は上記した清拭剤を製造
する際に利用することが出来る。
Moreover, this method for producing a spray fragrance can be utilized when producing the above-mentioned cleaning agent.

(C)粘着剤 木工用ポンド100gに中性油Logを混合し常用の木
材接着法で木材を接着するものである。
(C) Adhesive: 100 g of a woodworking pound is mixed with neutral oil Log, and wood is bonded using a commonly used wood bonding method.

接着効果はポンドのみ利用した場合に劣らず、長期間に
わたり香気を発散させるので、家具等の製造に際し利用
すれば有益である。
The adhesion effect is as good as when using only pounds, and it releases a fragrance for a long period of time, so it is useful when used in the manufacture of furniture, etc.

(d)その他 本願発明の中性油精製剤は、上記の用途の外。(d) Others The neutral oil refining agent of the present invention has uses other than those mentioned above.

例えば、森林浴代用噴霧芳香剤等の如く、様々な用途に
利用することが可能である。
For example, it can be used for various purposes, such as a spray fragrance substitute for forest bathing.

(発明の効果) この発明は、上記の如く構成されているので、頭記した
目的を容易に達成することが出来るものであり、有効性
、用途の項で説明した如く、多くの有効性を持つもので
あり、有益な用途に利用が可能である。
(Effects of the Invention) Since this invention is configured as described above, it can easily achieve the above-mentioned purpose, and as explained in the section on effectiveness and use, it has many efficiencies. and can be used for beneficial purposes.

Claims (1)

【特許請求の範囲】[Claims] ヒバ等の植物を水蒸気蒸留ないし乾留して得た留液にア
ルカリ溶液を加えて水蒸気蒸留して得られた中性油分を
含有することを特徴とするヒバ油等の成分を含有する芳
香精製剤。
A fragrance refining agent containing components such as cypress oil, which is characterized by containing a neutral oil obtained by steam distilling a plant such as cypress oil by adding an alkaline solution to the distillate obtained by steam distillation or carbonization. .
JP60121678A 1985-06-05 1985-06-05 Aromatic preparation containing component such as hiba oil Granted JPS61279247A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP60121678A JPS61279247A (en) 1985-06-05 1985-06-05 Aromatic preparation containing component such as hiba oil

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP60121678A JPS61279247A (en) 1985-06-05 1985-06-05 Aromatic preparation containing component such as hiba oil

Publications (2)

Publication Number Publication Date
JPS61279247A true JPS61279247A (en) 1986-12-10
JPH0226679B2 JPH0226679B2 (en) 1990-06-12

Family

ID=14817171

Family Applications (1)

Application Number Title Priority Date Filing Date
JP60121678A Granted JPS61279247A (en) 1985-06-05 1985-06-05 Aromatic preparation containing component such as hiba oil

Country Status (1)

Country Link
JP (1) JPS61279247A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63230169A (en) * 1987-03-19 1988-09-26 株式会社資生堂 Deodorant
JPH0269407A (en) * 1988-09-02 1990-03-08 Taiyo Kagaku Co Ltd Insecticidal aerosol agent containing oil of while-cedar leaf
JPH02108610A (en) * 1988-10-17 1990-04-20 Taiyo Kagaku Co Ltd Antifungal aerosol agent
JPH07179318A (en) * 1993-12-21 1995-07-18 Hokusei Giken Kk Antifungal agent from natural white ceder oil and its production
JPH0812999A (en) * 1994-06-29 1996-01-16 Paint House:Kk Detergent composition
WO1999026481A1 (en) * 1997-11-25 1999-06-03 Takeda Chemical Industries, Ltd. 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

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5234934A (en) * 1975-09-09 1977-03-17 Japan Synthetic Rubber Co Ltd Deodorant gels

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5234934A (en) * 1975-09-09 1977-03-17 Japan Synthetic Rubber Co Ltd Deodorant gels

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63230169A (en) * 1987-03-19 1988-09-26 株式会社資生堂 Deodorant
JPH0269407A (en) * 1988-09-02 1990-03-08 Taiyo Kagaku Co Ltd Insecticidal aerosol agent containing oil of while-cedar leaf
JPH02108610A (en) * 1988-10-17 1990-04-20 Taiyo Kagaku Co Ltd Antifungal aerosol agent
JPH07179318A (en) * 1993-12-21 1995-07-18 Hokusei Giken Kk Antifungal agent from natural white ceder oil and its production
JPH0812999A (en) * 1994-06-29 1996-01-16 Paint House:Kk Detergent composition
WO1999026481A1 (en) * 1997-11-25 1999-06-03 Takeda Chemical Industries, Ltd. 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

Also Published As

Publication number Publication date
JPH0226679B2 (en) 1990-06-12

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