JPS6024384A - Anticorrosive having stability to hard water - Google Patents
Anticorrosive having stability to hard waterInfo
- Publication number
- JPS6024384A JPS6024384A JP13227883A JP13227883A JPS6024384A JP S6024384 A JPS6024384 A JP S6024384A JP 13227883 A JP13227883 A JP 13227883A JP 13227883 A JP13227883 A JP 13227883A JP S6024384 A JPS6024384 A JP S6024384A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- acid
- water
- succinic anhydride
- salt
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/173—Macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/144—Aminocarboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
Description
【発明の詳細な説明】
技術分野
本発明はコハク酸無水物基を持つ化合物とαアミノ酸塩
との反応生成物を有効成分として含む硬水に安定な腐食
防止剤に関するものである。DETAILED DESCRIPTION OF THE INVENTION Technical Field The present invention relates to a corrosion inhibitor that is stable in hard water and contains as an active ingredient a reaction product of a compound having a succinic anhydride group and an α-amino acid salt.
発明の背景
水性媒体と台間表面が接触する系において、金属の腐食
を防止するために、h’+(機先および有機系の腐食防
止剤が使用されてきた。BACKGROUND OF THE INVENTION Organic corrosion inhibitors have been used to prevent corrosion of metals in systems where aqueous media and interplatform surfaces come into contact.
無機系腐食防止剤中、例えば重クロム酸塩などのクロム
酸化合物は防食効果は優れているが有毒であり、また密
閉循環水系で効果のある亜硝酸塩は、そのままで、址た
(r1還元されてニトロソ化合物となって発ガン性を示
し、さらに、リン酸塩は、層温河川の富栄養化を起こす
ので、いずれも好ましくない。Among inorganic corrosion inhibitors, chromic acid compounds such as dichromate have an excellent corrosion-preventing effect but are toxic, and nitrite, which is effective in closed circulating water systems, remains as it is (reduced by r1). Both are undesirable because they become nitroso compounds and are carcinogenic, and phosphates cause eutrophication of stratiform rivers.
有機系腐食防止剤として、基本的には、分子内に、金属
表面に配位し得る極性官能基を持つものが使用され、例
えば、脂肪酸塩、オキシカルボン酸化合物、安息香酸塩
、ジエク/−ルアミン、メルカプトベンゾチアゾールな
どがあるが、単品で満足なIK食防止効果を示すものは
ほとんどなく、通常はいくつかの薬剤を組合わせて使用
されてめる。これらのうち、特に脂肪酸塩は防錆力で優
れているが、泡立ちし易く、耐硬水性不良で、カルシウ
ム石ケン、マグネシクム石ケンなどが沈殿する欠点があ
る。特開昭56−58978号、同唱57−39177
号に、これらの対策上して、特殊なアシル化アミノ酸塩
の使用が記載されているか、こノLらの化合物は、酸塩
化物とアミノ酸塩とのショツテン、バクマン反応によっ
て製造し々ければならないので、副生ずる多量の塩(一
般的には塩化ナトリウム)の除去が大問題となるばかり
でなく、泡立ち防止のためには、分岐状脂肪酸など、特
殊で高価な酸塩化物を使用しなけルばならない欠点を有
している。As organic corrosion inhibitors, those having a polar functional group in the molecule that can coordinate to the metal surface are basically used, such as fatty acid salts, oxycarboxylic acid compounds, benzoates, diex/- There are drugs such as ruamine and mercaptobenzothiazole, but few of them show a satisfactory IK eating prevention effect as a single drug, and usually several drugs are used in combination. Among these, fatty acid salts have particularly excellent anti-corrosion properties, but have the drawbacks of being prone to foaming, poor hard water resistance, and precipitation of calcium soap, magnesium soap, and the like. Japanese Patent Publication No. 56-58978, same number 57-39177
As a countermeasure for these problems, the use of special acylated amino acid salts is described in the issue, and the compound of Kono L. et al. is produced by the Schotten-Bacman reaction between an acid chloride and an amino acid salt. Therefore, not only is it a big problem to remove a large amount of by-product salt (generally sodium chloride), but also special and expensive acid chlorides such as branched fatty acids must be used to prevent foaming. It has certain drawbacks.
一方、分子内にコハク酸無水物基を持つ化合物とアルカ
リもしくはアミンとの反16 ・往成物も防錆効果は優
れているが、同様に硬水安定性が充分でない欠点がある
。On the other hand, compounds containing a succinic anhydride group in the molecule and an alkali or amine have an excellent antirust effect, but similarly have the drawback of insufficient hard water stability.
発1月の目的
上記−π債にかんがみ、本発明の目的は、硬水に対し安
定々腐食防止剤を提供することである。Purpose of the Issue In view of the above-mentioned -π bond, the purpose of the present invention is to provide a stable corrosion inhibitor for hard water.
発りJの措成
本発明者らは鋭意研究の結果、分子内にコハク酸無水物
基を持つ化合物と、αアミノ酸塩との反応生成物が、硬
水に対する安定性が伍めて良く、泡立ちが少ないことを
見いだし本発明を完1y、シた。As a result of intensive research, the present inventors have found that the reaction product of a compound with a succinic anhydride group in the molecule and an α-amino acid salt has better stability against hard water and foams less. The present invention was completed after 1 year of discovery.
上記反応生成物を一般式で表わすと、
のように、コハク酸の一方のカルボキシル基のみが、ア
ミド、16造をとるかのいず丸がである。When the above reaction product is represented by a general formula, only one carboxyl group of succinic acid is an amide, or an Izu circle with a 16-shape.
ただし、Xは分子内にコハク酸無水物基を持つ分子の、
コハク酸無水物基を除いた残基i R1はアルキル基;
Yはアミノ酸残基i M1i4よH”を除く陽イオン;
142は陽・rオンを表わす。However, X is a molecule with a succinic anhydride group in the molecule,
Residue i excluding succinic anhydride group R1 is an alkyl group;
Y is a cation excluding amino acid residue i M1i4YH”;
142 represents positive/r-on.
反応生成物として、両者の混合物が含′まれることは言
うまでもない。It goes without saying that the reaction product includes a mixture of both.
分子内にコハク酸無水物基を持つ化合物としては、(1
)分子内に二重量11合を持つ化合物に無水マレイン酸
がディールス、アルダ−付加あるいはエン反応付加した
もので、例えばマレイン化ロジン、マレオピマル酸、マ
レ−(ン化脂肪酸、マレイン化と無水マレイン酸共重合
物、例えばエチレン、プロピレン、n−ブチレン、1−
ブチレン、n−ペンテン、i−ペンテン、イソプレン、
1.3−ペンタジェン、2.3−ジメチルブタジェン、
2.5−ヘプクジエン、2−メチル−1,3−へキサジ
エン、1゜3−オクタジエン、シクロヘキセン、スチレ
ン、酢酸ビニル、アクリロニトリル、塩化ビニル、アク
リル酸、アクリル酸エステル類、ブチルビニルエーテル
、1−ブチルビニルエーテルなどと無水マレイン酸との
共重合物が挙げられるが、無水マレイン酸と重合するも
のであれば必らずしも前記化合物群に限定されるもので
なく、ポリ無水マレイン酸なども含まれる。As a compound having a succinic anhydride group in the molecule, (1
) Maleic anhydride is added by Diels, Alder or ene reaction to a compound with a double content of 11 units in the molecule, such as maleated rosin, maleopimaric acid, maleated fatty acids, maleated and maleic anhydride. Copolymers such as ethylene, propylene, n-butylene, 1-
Butylene, n-pentene, i-pentene, isoprene,
1,3-pentadiene, 2,3-dimethylbutadiene,
2.5-hepcudiene, 2-methyl-1,3-hexadiene, 1°3-octadiene, cyclohexene, styrene, vinyl acetate, acrylonitrile, vinyl chloride, acrylic acid, acrylic esters, butyl vinyl ether, 1-butyl vinyl ether Examples include copolymers of maleic anhydride and the like, but the compound is not necessarily limited to the above compound group as long as it polymerizes with maleic anhydride, and also includes polymaleic anhydride and the like.
α7ミ、/酸として(ハ、グリシン、アラニン、バリン
、ロイシン、イソロイシン、メチオニン、シスチン、シ
スティン、αアミノ酪酸、フェニルアラニン、チロシン
、トリプトファン、スレオニン、セリン、グルタミン酸
、アスパラ・Fン醇、オキシグルタミン酸、γ−メチル
グルタミン酸、システィン酸、ホモシスティン「俊、リ
ジン、オルニチン、ヒスチジンなどがあり、αアミノ酸
の29−アルキル訪Q体としては、α−メチルアラニン
、α−メチルバリン、ザルコシンなど力旨シgす゛られ
る。α7-mi, /As an acid (ha, glycine, alanine, valine, leucine, isoleucine, methionine, cystine, cysteine, α-aminobutyric acid, phenylalanine, tyrosine, tryptophan, threonine, serine, glutamic acid, asparagus Fonjiang, oxyglutamic acid, γ-Methylglutamic acid, cystic acid, homocystine, lysine, ornithine, histidine, etc., and the 29-alkyl chain Q form of α-amino acids include α-methylalanine, α-methylvaline, sarcosine, etc. It will be done.
次にアミノ酸を中和する塩基としでは、アルカリ金属水
酸化物(Na0I(、、KOI工など)、アルカリ土類
金属水酸化物(ca(on)2、Mg(OH)2 など
)、アルミニクムなどの三価金属水酸化物、アンモニア
およびff2 換アンモニア(アミン、アルカノールア
ミン、ジアミン、ジアルカノールアミン、ポリアミン、
モルホリンなど)のうちから適宜選んで用いる。Next, bases that neutralize amino acids include alkali metal hydroxides (Na0I, KOI, etc.), alkaline earth metal hydroxides (Ca(on)2, Mg(OH)2, etc.), aluminum, etc. trivalent metal hydroxides, ammonia and ff2-converted ammonia (amines, alkanolamines, diamines, dialkanolamines, polyamines,
morpholine, etc.).
上記化合物(I)および卸は、前記した分子内にコハク
酸無水物基を持つ化合物と、前記αアミノ酸塩とを、水
または水と水以外の溶媒との共存系で、約70゛C〜9
5℃で反16させることにより、イミドカルボン酸塩、
またはアミドカルボン酸基トして等易に作ることができ
る。The above-mentioned compound (I) and wholesaler are prepared by combining the above-mentioned compound having a succinic anhydride group in the molecule and the α-amino acid salt in a coexisting system of water or water and a solvent other than water at temperatures ranging from about 70°C to 9
By incubating at 5°C, imidocarboxylate,
Alternatively, it can be easily produced by adding an amide carboxylic acid group.
本発明の腐食防止剤のうち、無水マレ・fン酸重合物や
、無水マレ7fン酸と他のモノマーとの共重合物から誘
導し7λイミドカルボン酸塩、アミドカルボン酸塩は、
6′に、スケール防出効果を持っており、さらに信用性
を増す点で特筆すべきである。Among the corrosion inhibitors of the present invention, 7λ imidocarboxylate and amide carboxylate derived from maleic anhydride-fonic acid polymers and copolymers of maleic anhydride and other monomers are:
6', it is noteworthy that it has a scale prevention effect and further increases reliability.
零発り]の腐食防止剤は、主に水性侭体と金属との接触
する系、例えば、冷却系統の用水、タンク類の水圧用水
、満水保管水、仮眠加工用加工液に添加されたり、水溶
性研削剤として、又は公知の防錆剤と混合して使用され
る。Corrosion inhibitors are mainly added to systems where aqueous bodies come into contact with metals, such as cooling system water, water pressure water for tanks, water stored at full capacity, and machining liquid for nap processing. Used as a water-soluble abrasive or mixed with known rust preventives.
実施例
本発明の代表的腐食防止剤8種類(下記A −H)と、
比較試料2種(下記■およびJ)についての試験結果を
第1表に示す。Examples Eight typical corrosion inhibitors of the present invention (A-H below),
Table 1 shows the test results for two comparative samples (■ and J below).
A、グリシンのナトリクム垣とマレオピマル酸との反応
生成物
B、アラニンのカリクム塩とマレオピマル酸との反応生
成物
C。グルタミン酸のナトリウムjj’Xとマレオビマル
酸との反応生成物
り。ザルコシンのナトリリ′ム塩とでレオピマル酸との
反応生成物
E、グルタミン酸のナトリウムj71.とスチレン−u
iif。A, reaction product of glycine sodium salt and maleopimaric acid B, reaction product C of alanine calicum salt and maleopimaric acid. Reaction product of sodium glutamic acid and maleobimaric acid. Reaction product E of leopimaric acid with the sodium salt of sarcosine, sodium glutamic acid j71. and styrene-u
iif.
水マレイン酸基重合物との反応生成物
F。 グルクミン酸のトリエチルアミンnxとイソノく
ン(イソブチし・ンー無水マレイン酸共巧、合物)との
7ブ応生成物
G。メチ挟ニンのトリエフノールアミン塩とインブチル
ビニルエーテル−無水マレイン酸共重合物七の反応生成
物
II、グルクミン酸のナトリクム塩とマレイン化脂肪酸
との反応生成物
工、 マレオピマル酸のナトリウム塩
J、マレイン化トール卸脂肪酸のカリクム塩得ら7′し
た試験結果を第1表に示す。Reaction product F with hydromaleic acid group polymer. 7-butyl reaction product G of glucumic acid with triethylamine nx and isonokun (isobutylene-maleic anhydride co-existence compound). Reaction product of triphenolamine salt of methynic acid and inbutyl vinyl ether-maleic anhydride copolymer VII, reaction product of glucumic acid sodium salt and maleated fatty acid, sodium salt of maleopimaric acid J, Table 1 shows the test results obtained for the calicum salt of maleated tall fatty acid.
ただし、試験方法は下記のとおりである。However, the test method is as follows.
(1) 硬水に対する安定性
供試試料の0.2%水沼液(pHり〜10 )を塩化カ
ルシウムで作った400ppm と]O,oOo1)p
mの硬水と当昂混合し、それぞれ、200ppm 、
5 、000”opmの溶液にし、沈殿物の有無を調−
(7b0e)起池性
100m1の共栓付メスシリンダーに供試)′:1の0
.2%水溶液(pH!J〜IOK調’ ) 25m1
35人7″L80回−に下に激しく振七うした後静盾し
、1o分後の泡高を測定した。(1) Stability against hard water A test sample of 0.2% water/swamp solution (pH ~10) was prepared with 400 ppm of calcium chloride and ]O,oOo1)p
Mixed with hard water of 200 ppm, respectively.
5,000"opm solution and check for presence of precipitate.
(7b0e) Tested for 100m1 graduated cylinder with stopper)': 1 of 0
.. 2% aqueous solution (pH! J~IOK') 25ml
The foam was shaken vigorously downward for 35 people 7"L 80 times, then stood still, and the foam height was measured after 10 minutes.
(3) 防錆試倹(軟銅板浸漬法)
100mlの広口びんに供試水100m1を入オへ処理
した軟銅ik (J工5G3141.5PCC−B、−
!/イス70X30X0.8(mm )を−ソーンドペ
ーパーで仙庭し、トルエン、アセトン、水で11頁次洗
浄し、乾燥したもの)を入れ、蓋をして室温で30放置
した後、試論片の外KLを硯察し1と。(3) Rust prevention test (annealed copper plate immersion method) Add 100 ml of test water to a 100 ml wide-mouthed bottle and use treated annealed copper ik (J-K5G3141.5PCC-B, -
! / Chair 70 x 30 x 0.8 (mm) was washed with sawn paper, washed with toluene, acetone, and water, and then dried), covered and left at room temperature for 30 minutes, and then removed the sample paper. I looked into KL outside of this and found it to be 1.
発1」jlの効果
上記の説明と実施例から、来光E!1]の爪二食防止剤
が、硬水に対す゛る安定性が良好で、泡立ちが少なく、
防錆力の優れたものであることがわかる。From the above explanation and examples, it can be seen that Raikou E! 1) The nail bite prevention agent has good stability in hard water, has little foaming,
It can be seen that it has excellent anti-rust properties.
しかも、木発捜]のn4食防止剤はアミノ酸銹ζび体で
あって、大町に対する逝性が少なく、bゎゆる低公害の
Iif食防食前止剤うことができ、7゛べく利用される
べきものである。In addition, the N4 anti-corrosion agent of Kibatso is an amino acid compound, has low resistance to Omachi, and can be used as a low-pollution IIF anti-corrosion pre-preventive agent. It is something that should be done.
第 1 表Table 1
Claims (1)
又は分子内にコハク酸無水物基を持つ分子の、コハク酸
無水物基を除いた残基、R1はアルキル基、Yはアミノ
酸残基、MlはHを除く陽イオン、MZは陽イオンを表
わす。)からなる群から選んだ1以上の化合物を含有す
ることを特徴とする硬水に安定な腐食防止剤。Succinic anhydride group in the molecule? A compound with αa (in the formula,
or the residue of a molecule having a succinic anhydride group in the molecule, excluding the succinic anhydride group, R1 is an alkyl group, Y is an amino acid residue, Ml is a cation excluding H, MZ is a cation . ) A corrosion inhibitor stable in hard water, characterized in that it contains one or more compounds selected from the group consisting of:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP13227883A JPS6024384A (en) | 1983-07-20 | 1983-07-20 | Anticorrosive having stability to hard water |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP13227883A JPS6024384A (en) | 1983-07-20 | 1983-07-20 | Anticorrosive having stability to hard water |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6024384A true JPS6024384A (en) | 1985-02-07 |
JPH0427314B2 JPH0427314B2 (en) | 1992-05-11 |
Family
ID=15077539
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP13227883A Granted JPS6024384A (en) | 1983-07-20 | 1983-07-20 | Anticorrosive having stability to hard water |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6024384A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08100279A (en) * | 1994-09-12 | 1996-04-16 | Rohm & Haas Co | Method of preventing corrosion in aqueous system using polyamino acid |
WO1997016464A1 (en) * | 1995-10-27 | 1997-05-09 | Basf Aktiengesellschaft | Use of polycarboxylic acid semi-amides as scale inhibitors |
EP1288338A1 (en) * | 2001-09-04 | 2003-03-05 | Rohm And Haas Company | Process for inhibiting metallic corrosion in aqueous systems |
EP1288337A2 (en) * | 2001-09-04 | 2003-03-05 | Rohm And Haas Company | Inhibiting metallic corrosion in aqueous systems |
US8563128B2 (en) | 2005-01-28 | 2013-10-22 | Basf Se | Preparation for and method of applying corrosion control coats |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5815543A (en) * | 1981-07-21 | 1983-01-28 | Japan Synthetic Rubber Co Ltd | High-modulus rubber composition |
-
1983
- 1983-07-20 JP JP13227883A patent/JPS6024384A/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5815543A (en) * | 1981-07-21 | 1983-01-28 | Japan Synthetic Rubber Co Ltd | High-modulus rubber composition |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08100279A (en) * | 1994-09-12 | 1996-04-16 | Rohm & Haas Co | Method of preventing corrosion in aqueous system using polyamino acid |
WO1997016464A1 (en) * | 1995-10-27 | 1997-05-09 | Basf Aktiengesellschaft | Use of polycarboxylic acid semi-amides as scale inhibitors |
EP1288338A1 (en) * | 2001-09-04 | 2003-03-05 | Rohm And Haas Company | Process for inhibiting metallic corrosion in aqueous systems |
EP1288337A2 (en) * | 2001-09-04 | 2003-03-05 | Rohm And Haas Company | Inhibiting metallic corrosion in aqueous systems |
EP1288337A3 (en) * | 2001-09-04 | 2004-02-25 | Rohm And Haas Company | Inhibiting metallic corrosion in aqueous systems |
US8563128B2 (en) | 2005-01-28 | 2013-10-22 | Basf Se | Preparation for and method of applying corrosion control coats |
Also Published As
Publication number | Publication date |
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JPH0427314B2 (en) | 1992-05-11 |
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