JPS604137A - Stabilization of dimethylhexadiene - Google Patents
Stabilization of dimethylhexadieneInfo
- Publication number
- JPS604137A JPS604137A JP11008783A JP11008783A JPS604137A JP S604137 A JPS604137 A JP S604137A JP 11008783 A JP11008783 A JP 11008783A JP 11008783 A JP11008783 A JP 11008783A JP S604137 A JPS604137 A JP S604137A
- Authority
- JP
- Japan
- Prior art keywords
- dimethylhexadiene
- methoxyphenol
- present
- derivative
- stabilization
- 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.)
- Pending
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は２，５−ジメチルへキサジエンの安定化方法に
関するものであり、さらに詳説すれば本発明は２，５−
ジメチルへキサジエンにメトキシフェノール又はその誘
導体を添加することを特徴とする２、５−ジメチルへキ
サジエンの安定化方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for stabilizing 2,5-dimethylhexadiene, and more specifically, the present invention relates to a method for stabilizing 2,5-dimethylhexadiene.
The present invention relates to a method for stabilizing 2,5-dimethylhexadiene, which comprises adding methoxyphenol or a derivative thereof to dimethylhexadiene.
２．５−ジメチルへキサジエンは葉酸の製造原料であり
、その葉酸からはアレスリン、フェノトリン等のピレス
ロイド系農薬が合成されるので、それらの農薬の原料と
して非常に重要な化合物である。2,5-dimethylhexadiene is a raw material for producing folic acid, and pyrethroid pesticides such as allethrin and phenothrin are synthesized from the folic acid, so it is a very important compound as a raw material for these pesticides.
この２，５−ジメチルへキサジエンは非常に不安定な化
合物であり、空気と接触する様な状態で保管ないし貯蔵
したり搬送ないし輸送することにより変質が生じ純度低
下をきたしその有用性を著しく失うという問題点がある
。２．５−ジメチルへキサジエンの変質は、２，５−ジ
メチルへキサジエンを容器に入れ大気開放系で放置して
おくことにより容易に確認し得る、すなわち空気に接触
するようにして保管された２、５−ジメチルへキサジエ
ンは、短期間の内に、その液中に白色結晶物が生成し始
め、しだいに白濁する。この時点より純度が急速に低下
しついには全体が樹脂状態になってしまう。This 2,5-dimethylhexadiene is a very unstable compound, and if it is stored, stored, transported, or transported in a state where it comes into contact with air, its quality deteriorates, resulting in a decrease in purity and a significant loss of its usefulness. There is a problem. The deterioration of 2,5-dimethylhexadiene can be easily confirmed by placing 2,5-dimethylhexadiene in a container and leaving it in a system open to the atmosphere. , 5-dimethylhexadiene, white crystals begin to form in the liquid within a short period of time, and the liquid gradually becomes cloudy. From this point on, the purity decreases rapidly and eventually the entire product turns into a resin state.
この現象にライてはＪ、Ｓｃｉ、Ｆｏｏｂ Ａｇｒｉｃ
、。In response to this phenomenon, J, Sci, Foob Agric
,.
２ｐ９Ｂ（１９５１）に記載されているが、この現象は
２，５−ジメチルへキサジエンが非常に酸化されやすい
物質であるため空気と接触して容易に２，５−ジメチル
へキサジエ／の過酸化物を生成し、それを触媒として残
りの２，５−ジメチルへキサジエンが重合することによ
ってもたらされるものと推定される。2p9B (1951), this phenomenon is caused by the fact that 2,5-dimethylhexadiene is a substance that is easily oxidized, so when it comes in contact with air, it is easily converted into peroxide of 2,5-dimethylhexadiene. It is presumed that the remaining 2,5-dimethylhexadiene is produced by polymerizing the remaining 2,5-dimethylhexadiene using it as a catalyst.
この２，５−ジメチルへキサジエンの不安定性を克服す
る方法として従来２つの提案がなされている。すなわち
特公昭４８−４２８４６および同４８−４２８４７であ
り、前者では第６級ブチル基を有するフェノール類、後
者では第２級アミン類を２，５−ジメチルへキサジエン
の安定剤として選択し、２，５−ジメチルへキサジエン
に対して０．０５〜１．０重ｔ％添加することにより２
，５−ジメチルへキサジエンを安定化する方法を提案し
ている。しかしながらこれ等の安定剤は安定化の効果は
たしかに認められるが未だ充分とは云えずより効果のあ
るものが強くめられているのが現状である。Two proposals have been made to overcome the instability of 2,5-dimethylhexadiene. Namely, Japanese Patent Publications No. 48-42846 and No. 48-42847, in which phenols having a 6th-butyl group are selected as stabilizers for 2,5-dimethylhexadiene in the latter, and secondary amines are selected as stabilizers for 2,5-dimethylhexadiene. By adding 0.05 to 1.0 wt% to 5-dimethylhexadiene, 2
, 5-dimethylhexadiene is proposed. However, although the stabilizing effects of these stabilizers are certainly recognized, they are still not sufficient, and at present there is a strong demand for more effective stabilizers.
本発明者らは上記した２、５−ジメチルへキサジエンの
問題点の解決、すなわちその安定化を図るべく鋭意検討
した結果以下に述べる非常に優れた安定剤を見出し本発
明を完成するに致った。The inventors of the present invention have conducted intensive studies to solve the problems of 2,5-dimethylhexadiene described above, that is, to stabilize it. As a result, they have found the very excellent stabilizer described below and have completed the present invention. Ta.
即ち、本発明は２．５−ジメチルへキサジエンにメトキ
シフェノール又はその誘導体を添加することを’ｌ’！
ｉ’徴とする２、５−ジメチルへキサジエンの安定化方
法に関するものである。That is, the present invention requires adding methoxyphenol or a derivative thereof to 2,5-dimethylhexadiene!
The present invention relates to a method for stabilizing 2,5-dimethylhexadiene having the i' characteristic.
本発明において、２，５−ジメチルへキサジエンに添加
してその安定性を向上させる化合物はメトキシフェノー
ル又はその誘導体であり、特にメトキシフェノール又は
メトキシフェノールのベンゼン核の水素の１種以上がア
ルキル基、ホルミル基、置換基を有していても良いベン
ゾイル基によって置換されたメトキシフェノール誘導体
が好ましく、具体的には下記の様な化合物であり、使用
にあたってはこれ等の化合物を単独であるいは２種以上
を併用し混合使用することも可能である。In the present invention, the compound added to 2,5-dimethylhexadiene to improve its stability is methoxyphenol or a derivative thereof, and in particular, methoxyphenol or one or more hydrogen atoms in the benzene nucleus of methoxyphenol are an alkyl group, Methoxyphenol derivatives substituted with a formyl group or a benzoyl group which may have a substituent are preferable, and specifically the following compounds are used, and these compounds may be used alone or in combination of two or more. It is also possible to use them in combination.
０−メトキシフェノール
Ｐ−メトキシフェノール
４−アリル−２−メトキシフェノール
２−メトキシ−Ｐ−クレゾール
４−ヒドロキシ−３−メトキシベンズアルデヒド２．２
′−ジヒドロキシ−４−メトキシベンゾフェノン本発明
における上記化合物の２．５−ジメチルへキサジエンへ
の添加量としては２，５−ジメチルへキサジエン１００
重量部に対して０．０２重量部以上１．０重量部以下で
あることが好ましい。この範囲以下では効果が不足する
様になり、この範囲以上では添加量の割には効果が上が
らなく経済的に不利になる。さらに望ましくは効果の点
、経済性の点から０．０５〜０．１０重量部が好ましい
。0-methoxyphenol P-methoxyphenol 4-allyl-2-methoxyphenol 2-methoxy-P-cresol 4-hydroxy-3-methoxybenzaldehyde 2.2
'-Dihydroxy-4-methoxybenzophenone The amount of the above compound added to 2,5-dimethylhexadiene in the present invention is 100% of 2,5-dimethylhexadiene.
It is preferably 0.02 parts by weight or more and 1.0 parts by weight or less based on the weight part. If the amount is below this range, the effect will be insufficient, and if it is above this range, the effect will not increase in proportion to the amount added, resulting in an economic disadvantage. More desirably, 0.05 to 0.10 parts by weight is preferred from the viewpoint of effectiveness and economy.
つぎに実施例を用いて本発明方法を説明する。Next, the method of the present invention will be explained using examples.
実施例
純度９８．５チの２．５−ジメチル−２，４−へキサジ
エンに表に記載の種々のメトキシフェノール又はその誘
導体を表記載量添加し、透明ガラス製５０ｄ広口びんに
１５−入れた。通気性を良くするために６０ケの針穴を
開けたフタを付は室温にて放置した。その後経時的にサ
ンプリングして純度をガスクロマトグラフィーにて測定
し、表に示す結果が得られた。Example Various methoxyphenols or derivatives thereof listed in the table were added to 2,5-dimethyl-2,4-hexadiene with a purity of 98.5%, and the mixture was placed in a 50D wide-mouthed transparent glass bottle. . A lid with 60 needle holes was attached to improve ventilation and was left at room temperature. Thereafter, samples were taken over time and purity was measured by gas chromatography, and the results shown in the table were obtained.
なお比較例として無添加品並びにメトキシフェノール又
はその誘導体以外の化合物について同様に行なった結果
も表に示す。As a comparative example, the results of the same tests for additive-free products and compounds other than methoxyphenol or its derivatives are also shown in the table.
Claims (1)
とを特徴とする２、５−ジメチルへキサジエンの安定化
方法。A method for stabilizing 2,5-dimethylhexadiene, which comprises adding methoxyphenol or a derivative thereof.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11008783A JPS604137A (en) | 1983-06-21 | 1983-06-21 | Stabilization of dimethylhexadiene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11008783A JPS604137A (en) | 1983-06-21 | 1983-06-21 | Stabilization of dimethylhexadiene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS604137A true JPS604137A (en) | 1985-01-10 |
Family
ID=14526690
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11008783A Pending JPS604137A (en) | 1983-06-21 | 1983-06-21 | Stabilization of dimethylhexadiene |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS604137A (en) |
-
1983
- 1983-06-21 JP JP11008783A patent/JPS604137A/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2587448B2 (en) | Heat stabilized copolymer composition | |
| US4131562A (en) | Stabilized particulate peroxygen compounds | |
| KR900007785A (en) | Bromo-nitro compounds having antimicrobial properties, preparation methods thereof, and compositions containing such compounds | |
| JPS604137A (en) | Stabilization of dimethylhexadiene | |
| US3085850A (en) | Process and composition for retarding water evaporation | |
| ES368407A1 (en) | O-cycloalkyl-s-alkyl-o-halophenyl-phosphorothiolates | |
| US4081468A (en) | Thiolcarbamate sulfoxides stabilized with acetylenic compounds | |
| US3903117A (en) | Color stabilization of refined maleic acid anhydride | |
| JPS5540730A (en) | Stabilized polyphenylene oxide resin composition | |
| JPH1072383A (en) | Stabilization of allyl bromide and stabilized allyl bromide composition | |
| US1894969A (en) | Disinfectant of water | |
| RO81589B (en) | Plant growth regulating composition | |
| KR910000593A (en) | Tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionyloxymethyl] methane alpha crystals having excellent inducibility and preparation method thereof | |
| US6011173A (en) | Stabilization of thioacetic acid | |
| US3074912A (en) | Stabilization of vinyl acetate | |
| JPS5951232A (en) | Stabilization of higher aliphatic aldehyde compound | |
| US2830073A (en) | Stabilization of lactonitrile | |
| US3998854A (en) | Trithiophosphite stabilized maleic anhydride | |
| US5071870A (en) | Trioxane composition and insect-proofing agent | |
| SU574435A1 (en) | Stabilizer for maleic anhydride | |
| US2489265A (en) | Stabilization of furan | |
| JPS57139032A (en) | 2-(butan-2-on-3-yl)-5-methylphenol and perfumery composition containing the same | |
| SE7604245L (en) | NEW FUNGICIDE MIXTURES | |
| GB999876A (en) | Improvements in or relating to pesticides | |
| JPS5942309A (en) | Fungicidal composition |