JP3167208B2 - Method for preserving amino compound having ester group - Google Patents
Method for preserving amino compound having ester groupInfo
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- JP3167208B2 JP3167208B2 JP02803293A JP2803293A JP3167208B2 JP 3167208 B2 JP3167208 B2 JP 3167208B2 JP 02803293 A JP02803293 A JP 02803293A JP 2803293 A JP2803293 A JP 2803293A JP 3167208 B2 JP3167208 B2 JP 3167208B2
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Description
【０００１】[0001]
【産業上の利用分野】本発明はエステル基を有するアミ
ノ化合物の保存方法に関する。更に詳細には、エステル
基を有するアミノ化合物の着色を防止する保存方法に関
する。The present invention relates to a method for preserving an amino compound having an ester group. More specifically, the present invention relates to a preservation method for preventing coloring of an amino compound having an ester group.
【０００２】[0002]
【従来の技術及び発明が解決しようとする課題】従来、
各種有機化合物の保存時における着色防止等のために、
種々の酸化防止剤が添加されている。しかし、有機化合
物のうち、アミノ化合物は分子内に孤立電子対を有する
窒素原子が存在するため、酸化劣化による着色を受けや
すく、更にエステル基を有するアミノ化合物はエステル
結合のカルボニル基と窒素の孤立電子対により酸化劣化
による着色を受けやすくなっている。そのため一般に用
いられている酸化防止剤、例えば、 2,6−ジ−tert−ブ
チル−４−ヒドロキシトルエン(BHT) 、 2,6−ジ−tert
−ブチル−４−ヒドロキシアニソール(BHA) 、亜リン酸
トリフェニル、亜リン酸トリイソデシル、亜リン酸トリ
ｎ−ブチル、ヒドロキノン等を添加しても着色防止効果
は少なく、より有効な保存方法の開発が望まれている。
従って、本発明の目的は長期保存しても着色を最小限に
抑えることのできるエステル基を有するアミノ化合物の
保存方法を提供することにある。2. Description of the Related Art
To prevent coloration during storage of various organic compounds,
Various antioxidants have been added. However, among organic compounds, amino compounds have a nitrogen atom having a lone electron pair in the molecule, and thus are susceptible to coloring due to oxidative deterioration.Furthermore, amino compounds having ester groups are isolated from carbonyl groups of ester bonds and nitrogen. Electron pairs are more susceptible to coloring due to oxidative degradation. Therefore, generally used antioxidants, for example, 2,6-di-tert-butyl-4-hydroxytoluene (BHT), 2,6-di-tert
Addition of -butyl-4-hydroxyanisole (BHA), triphenyl phosphite, triisodecyl phosphite, tri-n-butyl phosphite, hydroquinone, etc. has little effect of preventing coloration and develops a more effective storage method. Is desired.
Accordingly, an object of the present invention is to provide a method for preserving an amino compound having an ester group, which can minimize coloring even after long-term storage.
【０００３】[0003]
【課題を解決するための手段】本発明者らは上記実状に
鑑み、エステル基を有するアミノ化合物の保存方法に関
して鋭意検討を行った結果、下記に示す特定の方法によ
りエステル基を有するアミノ化合物の色相を長期にわた
り、安定に保存できることを見出し、本発明を完成し
た。即ち本発明は、一般式(1)Means for Solving the Problems In view of the above-mentioned circumstances, the present inventors have conducted intensive studies on a method for preserving an amino compound having an ester group. The present inventors have found that hue can be stored stably for a long period of time, and completed the present invention. That is, the present invention has the general formula (1)
【０００４】[0004]
【化４】 Embedded image
【０００５】〔式中、R1，R2はそれぞれ独立に直鎖又は
分岐鎖の炭素数１〜22のアルキル基、アルケニル基、ヒ
ドロキシアルキル基、式 R4X(CH2)m−で表される基ある
いは式R5O(CH2)m−で表される基を示し、R3，R4は直鎖
又は分岐鎖の炭素数７〜21のアルキル基又はアルケニル
基を示し、R5は直鎖又は分岐鎖の炭素数８〜22のアルキ
ル基又はアルケニル基を示し、X はアミド結合（−CONH
−）又はエステル結合（−COO−）を示し、m 、n はそ
れぞれ独立に２〜９の整数を示す。〕で表されるエステ
ル基を有するアミノ化合物に、Ｌ−アスコルビン酸、dl
−α−トコフェロール、一般式(2)[Wherein, R 1 and R 2 are each independently a straight-chain or branched-chain alkyl group having 1 to 22 carbon atoms, an alkenyl group, a hydroxyalkyl group, and a compound represented by the formula R 4 X (CH 2 ) m- are groups or formula R 5 O (CH 2) are m - represents a group represented by, R 3, R 4 represents an alkyl or alkenyl group having a carbon number of 7 to 21 straight or branched chain, R 5 Represents a linear or branched alkyl or alkenyl group having 8 to 22 carbon atoms, and X represents an amide bond (—CONH
—) Or an ester bond (—COO—), and m and n each independently represent an integer of 2 to 9. An amino compound having an ester group represented by L-ascorbic acid, dl
-Α-tocopherol, general formula (2)
【０００６】[0006]
【化５】 Embedded image
【０００７】〔式中、M はH 又は１価の陽イオンを示
す。〕で表されるホスホン酸基を少なくとも１個有する
ホスホン酸化合物、ポリホスホン酸化合物あるいはそれ
らの塩、及び一般式(3)[Wherein, M represents H or a monovalent cation. A phosphonic acid compound having at least one phosphonic acid group represented by the general formula (3)
【０００８】[0008]
【化６】 Embedded image
【０００９】〔式中、Z1〜Z5はそれぞれ独立に H、OH又
は炭素数１〜５のアルキル基を示し、Z1〜Z5のうち少な
くとも２個はOH又は炭素数１〜５のアルキル基である。
M はＨ又は１価の陽イオンを示す。〕で表される安息香
酸誘導体からなる群から選ばれる色相安定化剤の１種又
は２種以上を添加することを特徴とするエステル基を有
するアミノ化合物の保存方法を提供するものである。[Wherein Z 1 to Z 5 each independently represent H, OH or an alkyl group having 1 to 5 carbon atoms, and at least two of Z 1 to Z 5 represent OH or an alkyl group having 1 to 5 carbon atoms. It is an alkyl group.
M represents H or a monovalent cation. And a method for preserving an amino compound having an ester group, characterized by adding one or more color stabilizers selected from the group consisting of benzoic acid derivatives represented by the following formula:
【００１０】更に、本発明は前記色相安定化剤を添加
し、かつ系内を不活性ガスで置換することを特徴とする
前記一般式(1) で表されるエステル基を有するアミノ化
合物の保存方法を提供するものである。Further, the present invention provides a method for preserving an amino compound having an ester group represented by the general formula (1), wherein the color stabilizer is added and the system is replaced with an inert gas. It provides a method.
【００１１】以下、本発明について詳細に説明する。本
発明に用いられる前記一般式(1) で表されるエステル基
を有するアミノ化合物において、R1，R2で示される炭素
数１〜22のアルキル基、アルケニル基又はヒドロキシア
ルキル基としては、メチル基、エチル基、プロピル基、
ブチル基、ペンチル基、ヘキシル基、オクチル基、デシ
ル基、ラウリル基、ミリスチル基、パルミチル基、ステ
アリル基、ベヘニル基、ヒドロキシエチル基等が挙げら
れる。また、R3CO−，R4CO−で示されるアシル基として
は、カプリル酸、カプリン酸、ラウリル酸、ミリスチン
酸、パルミチン酸、ステアリン酸、ベヘン酸、ヤシ油脂
肪酸、牛脂脂肪酸、パーム油脂肪酸等の残基等が挙げら
れる。またR5で表される炭素数８〜22のアルキル基又は
アルケニル基としては、オクチル基、デシル基、ラウリ
ル基、ミリスチル基、パルミチル基、ステアリル基、ベ
ヘニル基等が挙げられる。Hereinafter, the present invention will be described in detail. In the amino compound having an ester group represented by the general formula (1) used in the present invention, the alkyl group, alkenyl group or hydroxyalkyl group having 1 to 22 carbon atoms represented by R 1 and R 2 is methyl. Group, ethyl group, propyl group,
Butyl, pentyl, hexyl, octyl, decyl, lauryl, myristyl, palmityl, stearyl, behenyl, hydroxyethyl and the like. Examples of the acyl group represented by R 3 CO— and R 4 CO— include caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, coconut oil fatty acid, tallow fatty acid, and palm oil fatty acid. And the like. Examples of the alkyl group or alkenyl group having 8 to 22 carbon atoms represented by R 5 include an octyl group, a decyl group, a lauryl group, a myristyl group, a palmityl group, a stearyl group, a behenyl group and the like.
【００１２】本発明において、色相安定化剤として用い
られる、前記一般式(2) で表されるホスホン酸基を少な
くとも１個有するホスホン酸化合物、ポリホスホン酸化
合物あるいはそれらの塩としては、例えば、下記式(2-
1) で表されるニトリロトリス（メチレンホスホン
酸）、下記式(2-2) で表される１−ヒドロキシエチリデ
ン−1,1 −ジホスホン酸、下記式(2-3) で表されるエチ
レンジアミンテトラ（メチレンホスホン酸）、下記式(2
-4) で表されるジエチレントリアミンペンタ（メチレン
ホスホン酸）、下記式(2-5) で表されるニトリロトリス
（メチレンホスホン酸）オキシド、下記式(2-6) で表さ
れる２−ホスホノブタン−1,2,4 −トリカルボン酸、あ
るいはこれらのナトリウム、カリウム、アンモニウム塩
等が挙げられ、ナトリウム塩が特に好ましい。In the present invention, the phosphonic acid compound having at least one phosphonic acid group represented by the general formula (2), a polyphosphonic acid compound or a salt thereof which is used as a hue stabilizer includes, for example, Expression (2-
1) Nitrilotris (methylene phosphonic acid) represented by the following formula (2-2), 1-hydroxyethylidene-1,1-diphosphonic acid represented by the following formula (2-2), and ethylenediamine tetra represented by the following formula (2-3) (Methylene phosphonic acid), the following formula (2
-4) diethylene triamine penta (methylene phosphonic acid), nitrilotris (methylene phosphonic acid) oxide represented by the following formula (2-5), 2-phosphonobutane-represented by the following formula (2-6) Examples thereof include 1,2,4-tricarboxylic acid, and sodium, potassium, and ammonium salts thereof, and a sodium salt is particularly preferable.
【００１３】[0013]
【化７】 Embedded image
【００１４】[0014]
【化８】 Embedded image
【００１５】また、前記一般式(3) で表される安息香酸
誘導体としては、プロトカテキュ酸、β−レゾルシン
酸、γ−レゾルシン酸、 2,5−ジヒドロキシ安息香酸、
3,5−ジヒドロキシ安息香酸、 3,5−ジ−tert−ブチル
サリチル酸、シェル酸、あるいはこれらのナトリウム、
カリウム、アンモニウム塩等が挙げられる。The benzoic acid derivative represented by the general formula (3) includes protocatechuic acid, β-resorcinic acid, γ-resorcinic acid, 2,5-dihydroxybenzoic acid,
3,5-dihydroxybenzoic acid, 3,5-di-tert-butylsalicylic acid, shell acid, or sodium thereof,
Potassium, ammonium salts and the like.
【００１６】本発明において、上記のような色相安定化
剤は単独で使用しても良いが複数の色相安定化剤を併用
しても良い。本発明の方法によれば、前記一般式(1) で
表されるエステル基を有するアミノ化合物に対し、色相
安定化剤を 0.001〜１重量％、好ましくは0.005 〜0.2
重量％添加し、攪拌混合溶解して保存すれば良い。ま
た、目的に応じて複数の色相安定化剤を併用して使用し
ても良い。In the present invention, the above hue stabilizers may be used alone or a plurality of hue stabilizers may be used in combination. According to the method of the present invention, the hue stabilizer is added in an amount of 0.001 to 1% by weight, preferably 0.005 to 0.2%, based on the amino compound having an ester group represented by the general formula (1).
% By weight, stirred, mixed, dissolved and stored. Further, a plurality of hue stabilizers may be used in combination depending on the purpose.
【００１７】また、本発明においては、上記一般式(1)
で表されるエステル基を有するアミノ化合物を保存する
際に、上記のような色相安定化剤を添加するとともに、
系内を不活性ガスで置換することにより、更に大きな効
果を得ることができる。系内を置換する不活性ガスとし
ては、窒素、炭酸ガス、ヘリウム、ネオン、アルゴン等
が挙げられる。系内を不活性ガスで置換する方法として
は、不活性ガスを系内に流通させる、系内を脱気し次い
で不活性ガスを入れる等の公知の方法のいずれを用いて
も良い。なお、保存時系内が不活性ガスで充満している
ように常時微量の不活性ガスを流したり、系内を加圧ぎ
みにする等の配慮が好ましい。In the present invention, the above-mentioned general formula (1)
When storing an amino compound having an ester group represented by, while adding a hue stabilizer as described above,
A greater effect can be obtained by replacing the inside of the system with an inert gas. Examples of the inert gas that replaces the inside of the system include nitrogen, carbon dioxide, helium, neon, and argon. As a method of replacing the inside of the system with an inert gas, any of known methods such as flowing an inert gas into the system or degassing the inside of the system and then adding an inert gas may be used. At the time of storage, it is preferable to always supply a small amount of inert gas so that the inside of the system is filled with the inert gas, or to keep the system under pressure.
【００１８】[0018]
【実施例】次に、本発明を実施例に基づいて詳細に説明
するが、本発明の範囲はこれらによって限定されるもの
ではない。Next, the present invention will be described in detail with reference to examples, but the scope of the present invention is not limited by these examples.
【００１９】実施例１ 保存する基剤として、 N−（２−ステアロイルオキシエ
チル）−N−(３−ステアロイルアミノプロピル）−N −
メチルアミン（以下アミノ化合物１と略記）をガラス製
の瓶に入れ、色相安定化剤としてプロトカテキュ酸をア
ミノ化合物１に対して0.01重量％入れ、攪拌混合して70
℃で保存を行った。色相評価結果を表１に示す。Example 1 As a base to be preserved, N- (2-stearoyloxyethyl) -N- (3-stearoylaminopropyl) -N-
Methylamine (hereinafter abbreviated as amino compound 1) was placed in a glass bottle, and protocatechuic acid as a hue stabilizer was added at 0.01% by weight with respect to amino compound 1 and mixed by stirring.
Storage was performed at ° C. Table 1 shows the hue evaluation results.
【００２０】実施例２〜８ 保存する基剤として、アミノ化合物１をガラス製の瓶に
入れ、色相安定化剤として表１に示すような化合物をア
ミノ化合物１に対して0.01〜0.10重量％入れ、攪拌混合
して70℃で保存を行った。色相評価結果を表１に示す。Examples 2 to 8 Amino compound 1 was placed in a glass bottle as a preservation base, and a compound as shown in Table 1 was added as a hue stabilizer in an amount of 0.01 to 0.10% by weight based on amino compound 1. The mixture was stirred, mixed and stored at 70 ° C. Table 1 shows the hue evaluation results.
【００２１】実施例９ 保存する基剤として、N −（２−ステアロイルオキシブ
チル）−N −（３−ステアロイルアミノプロピル）−N
−メチルアミン（以下アミノ化合物２と略記）をガラス
製の瓶に入れ、色相安定化剤としてプロトカテキュ酸を
アミノ化合物２に対して0.01重量％入れ、攪拌混合して
70℃で保存を行った。色相評価結果を表１に示す。Example 9 As a base to be preserved, N- (2-stearoyloxybutyl) -N- (3-stearoylaminopropyl) -N
-Methylamine (hereinafter abbreviated as amino compound 2) is placed in a glass bottle, and 0.01% by weight of protocatechuic acid as a hue stabilizer relative to amino compound 2 is added, followed by stirring and mixing.
Storage was performed at 70 ° C. Table 1 shows the hue evaluation results.
【００２２】実施例１０ 保存する基剤として、N −（２−ステアロイルオキシエ
チル）−N −ステアリル−N −メチルアミン（以下アミ
ノ化合物３と略記）をガラス製の瓶に入れ、色相安定化
剤としてプロトカテキュ酸をアミノ化合物３に対して0.
01重量％入れ、攪拌混合して70℃で保存を行った。色相
評価結果を表１に示す。Example 10 N- (2-stearoyloxyethyl) -N-stearyl-N-methylamine (hereinafter abbreviated as amino compound 3) was placed in a glass bottle as a base to be preserved, and a hue stabilizer was prepared. Protocatechuic acid was added to amino compound 3 as 0.1.
01% by weight, stirred, mixed and stored at 70 ° C. Table 1 shows the hue evaluation results.
【００２３】実施例１１ 保存する基剤として、アミノ化合物１をガラス製の瓶に
入れ、色相安定化剤としてプロトカテキュ酸をアミノ化
合物１に対して0.01重量％入れ、系内を窒素ガスで充分
に置換した後、攪拌混合して70℃で保存を行った。色相
評価結果を表１に示す。Example 11 Amino compound 1 was put into a glass bottle as a base to be preserved, protocatechuic acid was added as a hue stabilizer in an amount of 0.01% by weight based on amino compound 1, and the system was sufficiently filled with nitrogen gas. After the replacement, the mixture was stirred and mixed and stored at 70 ° C. Table 1 shows the hue evaluation results.
【００２４】実施例１２ 保存する基剤として、アミノ化合物１をガラス製の瓶に
入れ、色相安定化剤としてプロトカテキュ酸をアミノ化
合物１に対して0.01重量％、更にニトリロトリス（メチ
レンホスホン酸）をアミノ化合物に対して0.10重量％入
れ、攪拌混合して70℃で保存を行った。色相評価結果を
表１に示す。Example 12 Amino compound 1 was placed in a glass bottle as a base to be preserved, and protocatechuic acid was used as a hue stabilizer in an amount of 0.01% by weight based on amino compound 1 and nitrilotris (methylene phosphonic acid). 0.10% by weight of the amino compound was added, mixed with stirring, and stored at 70 ° C. Table 1 shows the hue evaluation results.
【００２５】参考例 保存する基剤として、分子内にエステル基を持たないア
ミノ化合物である N,N−ジステアリル−N −メチルアミ
ン（以下アミノ化合物４と略記）をガラス製の瓶に入
れ、色相安定化剤を入れない状態で70℃で保存を行っ
た。色相評価結果を表１に示す。Reference Example As a base to be preserved, N, N-distearyl-N-methylamine (hereinafter abbreviated as amino compound 4), which is an amino compound having no ester group in the molecule, was placed in a glass bottle. It was stored at 70 ° C. without a hue stabilizer. Table 1 shows the hue evaluation results.
【００２６】比較例１ 保存する基剤として、アミノ化合物１をガラス製の瓶に
入れ、色相安定化剤を入れない状態で70℃で保存を行っ
た。色相評価結果を表１に示す。Comparative Example 1 Amino compound 1 was placed in a glass bottle as a base to be stored, and stored at 70 ° C. without a hue stabilizer. Table 1 shows the hue evaluation results.
【００２７】比較例２〜７ 保存する基剤として、アミノ化合物１をガラス製の瓶に
入れ、色相安定化剤として表１に示すような化合物をア
ミノ化合物１に対して0.05重量％入れ、攪拌混合して70
℃で保存を行った。色相評価結果を表１に示す。Comparative Examples 2 to 7 Amino compound 1 was placed in a glass bottle as a base to be preserved, and a compound as shown in Table 1 was added as a hue stabilizer in an amount of 0.05% by weight based on amino compound 1 and stirred. 70 mixed
Storage was performed at ° C. Table 1 shows the hue evaluation results.
【００２８】比較例８ 保存する基剤として、アミノ化合物２をガラス製の瓶に
入れ、色相安定化剤を入れない状態で70℃で保存を行っ
た。色相評価結果を表１に示す。Comparative Example 8 Amino compound 2 was placed in a glass bottle as a base to be stored, and stored at 70 ° C. without a hue stabilizer. Table 1 shows the hue evaluation results.
【００２９】比較例９ 保存する基剤として、アミノ化合物３をガラス製の瓶に
入れ、色相安定化剤を入れない状態で70℃で保存を行っ
た。色相評価結果を表１に示す。Comparative Example 9 Amino compound 3 was placed in a glass bottle as a base to be stored, and stored at 70 ° C. without a hue stabilizer. Table 1 shows the hue evaluation results.
【００３０】[0030]
【表１】 [Table 1]
【００３１】注） *1：色相評価はガードナー比色法を用いて検討した。色
相は数字の小さい方が良好である。尚、参考例はAPHA比
色法を用いて検討した。色相は数字の小さい方が良好で
ある。APHA200 とガードナー１がほぼ同等である。Note: * 1: Hue evaluation was conducted using the Gardner colorimetric method. The smaller the number, the better the hue. In addition, the reference example was examined using the APHA colorimetric method. The smaller the number, the better the hue. APHA200 and Gardner 1 are almost equivalent.
フロントページの続き (56)参考文献 特開 平４−134053（ＪＰ，Ａ) 特開 昭62−39553（ＪＰ，Ａ) 特開 昭60−178849（ＪＰ，Ａ) 特開 昭56−84708（ＪＰ，Ａ) 特開 昭53−144521（ＪＰ，Ａ) 特開 昭47−18820（ＪＰ，Ａ) 特開 昭53−144520（ＪＰ，Ａ) (58)調査した分野(Int.Cl.7，ＤＢ名) C07C 219/06 C07C 213/10 C07C 231/22 C07C 233/36 ＣＡ（ＳＴＮ) ＲＥＧＩＳＴＲＹ（ＳＴＮ)Continuation of the front page (56) References JP-A-4-134053 (JP, A) JP-A-62-39553 (JP, A) JP-A-60-178649 (JP, A) JP-A-56-84708 (JP) JP-A-53-144521 (JP, A) JP-A-47-18820 (JP, A) JP-A-53-144520 (JP, A) (58) Fields investigated (Int. Cl. 7 , DB Name) C07C 219/06 C07C 213/10 C07C 231/22 C07C 233/36 CA (STN) REGISTRY (STN)
Claims (4)
数１〜22のアルキル基、アルケニル基、ヒドロキシアル
キル基、式 R4X(CH2)m−で表される基あるいは式R5O(CH
2)m−で表される基を示し、R3，R4は直鎖又は分岐鎖の
炭素数７〜21のアルキル基又はアルケニル基を示し、R5
は直鎖又は分岐鎖の炭素数８〜22のアルキル基又はアル
ケニル基を示し、X はアミド結合（−CONH−）又はエス
テル結合（−COO−）を示し、m 、n はそれぞれ独立に
２〜９の整数を示す。〕で表されるエステル基を有する
アミノ化合物に、Ｌ−アスコルビン酸、dl−α−トコフ
ェロール、一般式(2) 【化２】 〔式中、M はH 又は１価の陽イオンを示す。〕で表され
るホスホン酸基を少なくとも１個有するホスホン酸化合
物、ポリホスホン酸化合物あるいはそれらの塩、及び一
般式（３） 【化３】 〔式中、Ｚ１〜Z5はそれぞれ独立に H、OH又は炭素数１
〜５のアルキル基を示し、Z1〜Z5のうち少なくとも２個
はOH又は炭素数１〜５のアルキル基である。M はH又は
１価の陽イオンを示す。〕で表される安息香酸誘導体か
らなる群から選ばれる色相安定化剤の１種又は２種以上
を添加することを特徴とするエステル基を有するアミノ
化合物の保存方法。[Claim 1] General formula (1) Wherein R 1 and R 2 are each independently a linear or branched alkyl group having 1 to 22 carbon atoms, an alkenyl group, a hydroxyalkyl group, a group represented by the formula R 4 X (CH 2 ) m − Alternatively, the formula R 5 O (CH
2) m - represents a group represented by, R 3, R 4 represents an alkyl or alkenyl group of 7 to 21 carbon atoms linear or branched, R 5
Represents a linear or branched alkyl or alkenyl group having 8 to 22 carbon atoms, X represents an amide bond (-CONH-) or an ester bond (-COO-), and m and n each independently represent 2 to 2 Indicates an integer of 9. An amino compound having an ester group represented by the formula: L-ascorbic acid, dl-α-tocopherol, and a compound represented by the general formula (2): [In the formula, M represents H 2 or a monovalent cation. A phosphonic acid compound having at least one phosphonic acid group represented by the general formula (3): [Wherein, Z 1 to Z 5 each independently represent H, OH or
5 to 5 , wherein at least two of Z 1 to Z 5 are OH or an alkyl group having 1 to 5 carbon atoms. M represents H or a monovalent cation. A method for preserving an amino compound having an ester group, comprising adding one or more color stabilizers selected from the group consisting of benzoic acid derivatives represented by the following formula:
（メチレンホスホン酸）、１−ヒドロキシエチリデン−
1,1 −ジホスホン酸又はエチレンジアミンテトラ（メチ
レンホスホン酸）であり、安息香酸誘導体がプロトカテ
キュ酸、γ−レゾルシン酸、 3,5−ジ−tert−ブチルサ
リチル酸又はシェル酸である請求項１記載のエステル基
を有するアミノ化合物の保存方法。2. The polyphosphonic acid compound is nitrilotris (methylene phosphonic acid), 1-hydroxyethylidene-
The ester according to claim 1, which is 1,1-diphosphonic acid or ethylenediaminetetra (methylenephosphonic acid), and wherein the benzoic acid derivative is protocatechuic acid, γ-resorcinic acid, 3,5-di-tert-butylsalicylic acid or shellic acid. A method for storing an amino compound having a group.
不活性ガスで置換することを特徴とする請求項１記載の
エステル基を有するアミノ化合物の保存方法。3. The method for preserving an amino compound having an ester group according to claim 1, wherein the hue stabilizer is added and the inside of the system is replaced with an inert gas.
2)3−（式中、R4は前記の意味を示す）で表される基で
あり、n ＝２であることを特徴とする請求項１〜３のい
ずれかに記載のエステル基を有するアミノ化合物の保存
方法。4. In the general formula (1), R 1 is a group represented by the formula R 4 CONH (CH
2 ) a group represented by 3- (wherein, R 4 has the same meaning as described above), and n = 2, having an ester group according to any one of claims 1 to 3. How to store amino compounds.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP02803293A JP3167208B2 (en) | 1993-02-17 | 1993-02-17 | Method for preserving amino compound having ester group |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP02803293A JP3167208B2 (en) | 1993-02-17 | 1993-02-17 | Method for preserving amino compound having ester group |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH06239816A JPH06239816A (en) | 1994-08-30 |
| JP3167208B2 true JP3167208B2 (en) | 2001-05-21 |
Family
ID=12237408
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP02803293A Expired - Fee Related JP3167208B2 (en) | 1993-02-17 | 1993-02-17 | Method for preserving amino compound having ester group |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3167208B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE522195C2 (en) * | 2000-06-15 | 2004-01-20 | Akzo Nobel Nv | Use of amine compounds with improved biodegradability as effect-enhancing auxiliary chemicals for pesticides and fertilizers |
-
1993
- 1993-02-17 JP JP02803293A patent/JP3167208B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH06239816A (en) | 1994-08-30 |
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