JPH04334508A - Method for suppressing foaming quaternary ammonium compound - Google Patents
Method for suppressing foaming quaternary ammonium compoundInfo
- Publication number
- JPH04334508A JPH04334508A JP3106029A JP10602991A JPH04334508A JP H04334508 A JPH04334508 A JP H04334508A JP 3106029 A JP3106029 A JP 3106029A JP 10602991 A JP10602991 A JP 10602991A JP H04334508 A JPH04334508 A JP H04334508A
- Authority
- JP
- Japan
- Prior art keywords
- quaternary ammonium
- ammonium compound
- higher aliphatic
- foaming
- compound
- 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
- 150000003856 quaternary ammonium compounds Chemical class 0.000 title claims abstract description 26
- 238000005187 foaming Methods 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims description 11
- -1 aliphatic quaternary ammonium compound Chemical class 0.000 claims abstract description 25
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 11
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims abstract description 9
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 8
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 6
- 125000003277 amino group Chemical group 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 150000003868 ammonium compounds Chemical class 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 abstract description 2
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 abstract description 2
- 230000006978 adaptation Effects 0.000 abstract 2
- 238000013329 compounding Methods 0.000 abstract 1
- 239000003760 tallow Substances 0.000 description 12
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Natural products NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 9
- 150000001412 amines Chemical class 0.000 description 8
- 235000013162 Cocos nucifera Nutrition 0.000 description 6
- 244000060011 Cocos nucifera Species 0.000 description 6
- 239000002518 antifoaming agent Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 235000015278 beef Nutrition 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 150000003973 alkyl amines Chemical class 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000003317 industrial substance Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000013535 sea water Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 1
- TVFWSIQTAXZIPC-UHFFFAOYSA-M 1-dodecyl-2-methylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1C TVFWSIQTAXZIPC-UHFFFAOYSA-M 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical group CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical group CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 239000003619 algicide Substances 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000005192 alkyl ethylene group Chemical group 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000003254 anti-foaming effect Effects 0.000 description 1
- QDYLMAYUEZBUFO-UHFFFAOYSA-N cetalkonium chloride Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 QDYLMAYUEZBUFO-UHFFFAOYSA-N 0.000 description 1
- 229960000228 cetalkonium chloride Drugs 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- WLCFKPHMRNPAFZ-UHFFFAOYSA-M didodecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC WLCFKPHMRNPAFZ-UHFFFAOYSA-M 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- ZCPCLAPUXMZUCD-UHFFFAOYSA-M dihexadecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCC ZCPCLAPUXMZUCD-UHFFFAOYSA-M 0.000 description 1
- NAPSCFZYZVSQHF-UHFFFAOYSA-N dimantine Chemical compound CCCCCCCCCCCCCCCCCCN(C)C NAPSCFZYZVSQHF-UHFFFAOYSA-N 0.000 description 1
- 229950010007 dimantine Drugs 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002171 ethylene diamines Chemical class 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- VAMFXQBUQXONLZ-UHFFFAOYSA-N icos-1-ene Chemical group CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 150000007522 mineralic acids Chemical group 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 1
- OMEMQVZNTDHENJ-UHFFFAOYSA-N n-methyldodecan-1-amine Chemical compound CCCCCCCCCCCCNC OMEMQVZNTDHENJ-UHFFFAOYSA-N 0.000 description 1
- IHFXMTOFDQKABX-UHFFFAOYSA-N n-methylhexadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCNC IHFXMTOFDQKABX-UHFFFAOYSA-N 0.000 description 1
- SZEGKVHRCLBFKJ-UHFFFAOYSA-N n-methyloctadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCNC SZEGKVHRCLBFKJ-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical group CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000007524 organic acids Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Degasification And Air Bubble Elimination (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
Description
【0001】0001
【産業上の利用分野】この発明は、第4級アンモニウム
化合物の発泡抑制方法に関する。さらに詳しくは、高級
脂肪族第4級アンモニウム化合物を各種水系中に添加し
て用いる際に生じうる発泡を効率良く抑制する方法に関
する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for suppressing foaming of a quaternary ammonium compound. More specifically, the present invention relates to a method for efficiently suppressing foaming that may occur when a higher aliphatic quaternary ammonium compound is added to various aqueous systems.
【0002】0002
【従来の技術】第4級アンモニウム化合物は、古くから
各種工業用薬品として用いられており、ことに高級脂肪
族第4級アンモニウム化合物は、農薬、木材処理剤、分
散剤、界面活性剤、工業用殺菌剤、殺藻剤等として広く
使用されている。[Prior Art] Quaternary ammonium compounds have been used as various industrial chemicals for a long time, and higher aliphatic quaternary ammonium compounds are used in agricultural chemicals, wood treatment agents, dispersants, surfactants, industrial chemicals, etc. It is widely used as a fungicide, algaecide, etc.
【0003】しかしながら、水系を対象とする用途にお
いては、かかる高級脂肪族第4級アンモニウム化合物は
発泡性を呈するため、その添加対象や添加態様が制限さ
れるという問題があった。However, in applications targeting aqueous systems, such higher aliphatic quaternary ammonium compounds exhibit foaming properties, which poses a problem in that the objects to which they are added and the manner in which they are added are limited.
【0004】そこで従来、このような泡立ちが問題とな
る水系や使用態様においては、高級脂肪族第4級アンモ
ニウム化合物にシリコン系や高沸点炭化水素油系の消泡
剤を併用することが余儀なくされていた。[0004] Conventionally, in aqueous systems and applications where such foaming is a problem, it has been necessary to use a higher aliphatic quaternary ammonium compound together with a silicone-based or high-boiling hydrocarbon oil-based antifoaming agent. was.
【0005】[0005]
【発明が解決しようとする課題】しかしながら、このよ
うなシリコン系や高沸点炭化水素油系消泡剤はそれ自体
CODが高い成分であるため、環境面からその使用はで
きるだけ避けることが望ましい。However, since such silicone-based and high-boiling hydrocarbon oil-based antifoaming agents themselves have high COD, it is desirable to avoid their use as much as possible from an environmental standpoint.
【0006】さらにシリコン系消泡剤は高価であり、ま
た高沸点炭化水素油系消泡剤は高粘度で比較的取扱い難
いという問題点もあった。Furthermore, silicone defoaming agents are expensive, and high-boiling hydrocarbon oil defoaming agents have a high viscosity and are relatively difficult to handle.
【0007】この発明はかかる状況下なされたものであ
り、ことに、従来の消泡剤のような問題が解消された第
4級アンモニウム化合物の発泡抑制方法を提供しようと
するものである。[0007] The present invention was made under such circumstances, and more particularly, it is an object of the present invention to provide a method for suppressing foaming of a quaternary ammonium compound, which solves the problems of conventional antifoaming agents.
【0008】[0008]
【課題を解決するための手段】かくしてこの発明によれ
ば、発泡性を有する第4級アンモニウム化合物を水中で
用いるに際して、下記一般式(I):[Means for Solving the Problems] According to the present invention, when a quaternary ammonium compound having foaming properties is used in water, the following general formula (I):
【化2】
[式中R4は炭素数12〜18の飽和または不飽和の直
鎖状脂肪族炭化水素基、R5及びR6はそれぞれ水素原
子又はアミノ基で置換されていてもよい炭素原子数1〜
4の低級アルキル基であり、Yは酸残基を示す。]で表
される高級脂肪族アミンを併用することからなる第4級
アンモニウム化合物の発泡抑制方法が提供される。[Formula R4 is a saturated or unsaturated linear aliphatic hydrocarbon group having 12 to 18 carbon atoms, and R5 and R6 each has 1 carbon atom, which may be substituted with a hydrogen atom or an amino group. ~
4 is a lower alkyl group, and Y represents an acid residue. ] Provided is a method for suppressing foaming of a quaternary ammonium compound, which comprises using a higher aliphatic amine represented by:
【0009】この発明は前述した目的を達成すべく、上
記一般式(I)で示される特定の高級の脂肪族アミンを
配合するという手段を講じたものである。[0009] In order to achieve the above-mentioned object, the present invention takes a measure of blending a specific higher aliphatic amine represented by the above general formula (I).
【0010】ここで上記高級脂肪族アミンは、それ自体
、消泡剤として非公知の化合物である。そして、この発
明は、かかる高級脂肪族アミンを、前記第4級アンモニ
ウム化合物を水系へ添加する際に配合した場合に、この
第4級アンモニウム化合物の基本的特性を阻害すること
なくその発泡性を著しく低下できるという事実の発見に
基づくものである。The above-mentioned higher aliphatic amine is itself a compound that is not known as an antifoaming agent. Further, this invention provides that when such a higher aliphatic amine is blended when adding the quaternary ammonium compound to an aqueous system, the foaming properties of the quaternary ammonium compound can be improved without inhibiting the basic properties of the quaternary ammonium compound. It is based on the discovery of the fact that it can be significantly reduced.
【0011】この発明の対象となる発泡性を有する第4
級アンモニウム化合物とは少なくとも一つの高級脂肪族
炭化水素基を有する第4級アンモニウム化合物を意味し
、この代表例としては、下記式(II):[0011] A fourth material having foaming properties which is the object of the present invention.
The class ammonium compound means a quaternary ammonium compound having at least one higher aliphatic hydrocarbon group, and representative examples include the following formula (II):
【化3】
[式中、Rは炭素原子数12〜18の飽和又は不飽和の
直鎖状脂肪族炭化水素基を、R1は炭素原子数1〜4の
低級アルキル基又は炭素原子数12〜18の飽和又は不
飽和の直鎖状脂肪族炭化水素基を、R2は炭素原子数1
〜4の低級アルキル基又はベンジル基を、R3は炭素原
子数1〜4の低級アルキル基を示すか、あるいはR1,
R2,R3全部が窒素原子を介したピリジン基又はピリ
コル基であってよい。但し、R1が炭素原子数12〜1
8の飽和又は不飽和の直鎖状脂肪族炭化水素基でかつR
2がベンジル基である場合を除く。Xは酸残基を示す。
]で表わされる化合物が挙げられる。上記一般式(II
)で表される第4級アンモニウム化合物の具体例として
は、ラウリルベンジルジメチルアンモニウムクロライド
、ラウリルトリメチルアンモニウムクロライド、セチル
ベンジルジメチルアンモニウムクロライド、セチルトリ
メチルアンモニウムクロライド、ステアリルベンジルジ
メチルアンモニウムクロライド、ステアリルトリメチル
アンモニウムクロライド、ラウリルピリジニウムクロラ
イド、ラウリルピコリニウムクロライド、セチルトリメ
チルアンモニウムサッカライド、セチルトリメチルアン
モニウムブロマイド、牛脂アルキルトリメチルアンモニ
ウムブロマイド、ジラウリルジメチルアンモニウムクロ
ライド、ジセチルジメチルアンモニウムクロライド、ジ
ステアリルジメチルアンモニウムクロライド等が挙げら
れる。[Formula, R is a saturated or unsaturated linear aliphatic hydrocarbon group having 12 to 18 carbon atoms, R1 is a lower alkyl group having 1 to 4 carbon atoms, or a lower alkyl group having 12 to 4 carbon atoms. 18 saturated or unsaturated linear aliphatic hydrocarbon groups, R2 has 1 carbon atom
~4 lower alkyl group or benzyl group, R3 represents a lower alkyl group having 1 to 4 carbon atoms, or R1,
All of R2 and R3 may be a pyridine group or a pyricol group via a nitrogen atom. However, R1 has 12 to 1 carbon atoms
8 saturated or unsaturated linear aliphatic hydrocarbon group, and R
Except when 2 is a benzyl group. X represents an acid residue. ] Compounds represented by: The above general formula (II
) Specific examples of quaternary ammonium compounds represented by: laurylbenzyldimethylammonium chloride, lauryltrimethylammonium chloride, cetylbenzyldimethylammonium chloride, cetyltrimethylammonium chloride, stearylbenzyldimethylammonium chloride, stearyltrimethylammonium chloride, lauryl Examples include pyridinium chloride, laurylpicolinium chloride, cetyltrimethylammonium saccharide, cetyltrimethylammonium bromide, tallow alkyltrimethylammonium bromide, dilauryldimethylammonium chloride, dicetyldimethylammonium chloride, distearyldimethylammonium chloride, and the like.
【0012】酸残基Xの具体例としては、塩酸、臭化水
素酸、硝酸、硫酸、リン酸、蟻酸、酢酸、オレイン酸、
ナフテン酸、アジピン酸、乳酸、クエン酸又はサッカリ
ン等の残基が挙げられる。Specific examples of acid residues X include hydrochloric acid, hydrobromic acid, nitric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, oleic acid,
Mention may be made of residues such as naphthenic acid, adipic acid, lactic acid, citric acid or saccharin.
【0013】この発明において、一般式(I)で表され
る高級脂肪族アミン化合物の具体例としては、ドデシル
アミン、テトラデシルアミン、ヘキサデシルアミン、オ
クタデシルアミン、オレイルアミン、牛脂アルキルアミ
ン、及びヤシアルキルアミン等の第1級アミン;ドデシ
ルメチルアミン、ヘキサデシルメチルアミン、オクタデ
シルメチルアミン、牛脂アルキルメチルアミン、硬化牛
脂アルキルメチルアミン、ヤシアルキルメチルアミン等
の第2級アミン;ドデシルジメチルアミン、ヘキサデシ
ルジメチルアミン、オクタデシルジメチルアミン、ヤシ
アルキルジメチルアミン、牛脂アルキルジメチルアミン
、硬化牛脂アルキルジメチルアミン等の第3級アミン;
ドデシルエチレンジアミン、ヘキサデシルエチレンジア
ミン、オクタデシルエチレンジアミン、オレイルエチレ
ンジアミン、牛脂アルキルエチレンジアミン等のN−モ
ノ置換エチレンジアミン;ドデシルトリメチレンジアミ
ン、ヘキサデシルトリメチレンジアミン、オクタデシル
トリメチレンジアミン、オレイルトリメチレンジアミン
、ヤシアルキルトリメチレンジアミン、牛脂アルキルト
リメチレンジアミン、硬化牛脂アルキルトリメチレンジ
アミン等のようなN−モノ置換トリメチレンジアミン等
が挙げられる。これらのうち、第3級アミンを用いるの
が好ましい。In the present invention, specific examples of higher aliphatic amine compounds represented by the general formula (I) include dodecylamine, tetradecylamine, hexadecylamine, octadecylamine, oleylamine, tallow alkylamine, and coconut alkylamine. Primary amines such as amines; secondary amines such as dodecylmethylamine, hexadecylmethylamine, octadecylmethylamine, tallow alkylmethylamine, hardened tallow alkylmethylamine, coconut alkylmethylamine; dodecyldimethylamine, hexadecyldimethyl Tertiary amines such as amines, octadecyldimethylamine, coconut alkyldimethylamine, tallow alkyldimethylamine, hardened tallow alkyldimethylamine;
N-monosubstituted ethylene diamines such as dodecyl ethylene diamine, hexadecyl ethylene diamine, octadecyl ethylene diamine, oleyl ethylene diamine, tallow alkyl ethylene diamine; dodecyl trimethylene diamine, hexadecyl trimethylene diamine, octadecyl trimethylene diamine, oleyl trimethylene diamine, coconut trimethylene diamine , N-monosubstituted trimethylene diamine such as beef tallow alkyl trimethylene diamine, hardened beef tallow alkyl trimethylene diamine, and the like. Among these, it is preferable to use tertiary amines.
【0014】なお、これらのアミン類のうち、“ヤシア
ルキル・・・・・アミン”、“牛脂アルキル・・・・・
・アミン”、“硬化牛脂アルキル・・・・・・アミン”
とは、そのアミンがヤシ油もしくはヤシ脂肪、牛脂等か
ら公知の手段により製造された炭素数12〜18の範囲
の飽和または不飽和の直鎖状脂肪族炭化水素基のものが
その主要成分を占めるアミンの混合物(混合アルキルア
ミン)であることを意味する。[0014] Among these amines, "coconut alkyl...amine" and "tallow alkyl...
・Amine”, “Hardened beef tallow alkyl...Amine”
means that the amine is a saturated or unsaturated linear aliphatic hydrocarbon group having 12 to 18 carbon atoms produced from coconut oil, coconut fat, beef tallow, etc. by known means. It means that it is a mixture of amines (mixed alkyl amines).
【0015】酸残基Yの具体例としては、一般式(II
)のXについて示した無機酸群や有機酸群等の残基が挙
げられる。As a specific example of the acid residue Y, general formula (II
) The residues of the inorganic acid group and organic acid group shown for X can be mentioned.
【0016】次に、第4級アンモニウム化合物に一般式
(I)で表される高級脂肪族アミン化合物を併用して発
泡を抑制させるためには、モルで第4級アンモニウム化
合物1に対し、高級脂肪族アミン化合物を0.05〜1
0配合するのが適しており、0.1〜5配合するのがよ
り好ましい。Next, in order to suppress foaming by using a higher aliphatic amine compound represented by general formula (I) in combination with a quaternary ammonium compound, 0.05 to 1 aliphatic amine compound
It is suitable to mix 0, more preferably 0.1 to 5.
【0017】循環式冷却水系統や海水冷却系統へこれら
の化合物を添加する場合は、それぞれの化合物を個別に
所定量同時に添加することもできるが、混合して一液製
剤にして用いるのが好ましい。[0017] When adding these compounds to a circulating cooling water system or a seawater cooling system, each compound can be added individually in a predetermined amount at the same time, but it is preferable to mix them and use them as a one-component preparation. .
【0018】第4級アンモニウム化合物と一般式(I)
で表される高級脂肪族アミン化合物を一液にして添加す
る場合は、塩の形にして水に可溶化させるか、あるいは
分散するように適当な溶剤(水又はアルコール、ブチル
ジグリコール、エチレングリコール、プロピレングリコ
ールモノメチルエーテル等の有機溶剤)に溶解あるいは
乳化懸濁し必要に応じ界面活性剤を添加し適当な濃度の
製剤として使用するのが好ましい。その際の界面活性剤
としては、ポリオキシエチレンアルキルエーテル類、ポ
リオキシエチレンアルキルエステル類、ソルビタンアル
キルエステル類、ポリオキシエチレンソルビタンアルキ
ルエステル類、ポリオキシエチレンポリプロピレン共重
合物、アルキルベタイン類等が挙げられる。Quaternary ammonium compound and general formula (I)
If the higher aliphatic amine compound represented by is added as a single liquid, it should be solubilized in water in the form of a salt, or a suitable solvent (water, alcohol, butyl diglycol, ethylene glycol) should be used to disperse it. It is preferable to dissolve or emulsify the compound in an organic solvent such as propylene glycol monomethyl ether, etc., add a surfactant if necessary, and use it as a preparation at an appropriate concentration. Examples of surfactants in this case include polyoxyethylene alkyl ethers, polyoxyethylene alkyl esters, sorbitan alkyl esters, polyoxyethylene sorbitan alkyl esters, polyoxyethylene polypropylene copolymers, alkyl betaines, etc. It will be done.
【0019】[0019]
【実施例】以下、この発明を実施例により説明するが、
これによりこの発明は限定されるものではない。
実施例(発泡試験)
JIS K 3362のロス−マイルズ(Ross
−Miles)法に準じて、発泡試験を行い各配合割合
の発泡度を調べた。即ち、上部より試験溶液を落下させ
、落下直後の泡の高さ(mm)を起泡力、5分後の泡の
高さ(mm)を安定度として測定した。その結果は表1
〜表6に示した通りである。表1〜表6に示した結果か
ら、第4級アンモニウム化合物に高級脂肪酸アミン化合
物を配合することにより、発泡性が抑制されることがわ
かる。なお、対象水としては淡水及び海水を使用し、4
0℃の水温で試験を行った。また、第4級アンモニウム
化合物に高級脂肪族アミン化合物を配合しても、微生物
の抑制力には変化がなかった。[Examples] The present invention will be explained below with reference to Examples.
This invention is not limited thereby. Example (foaming test) JIS K 3362 Ross-Miles (Ross
A foaming test was conducted according to the -Miles method to examine the foaming degree of each blending ratio. That is, the test solution was dropped from the top, and the foam height (mm) immediately after the drop was measured as the foaming power, and the foam height (mm) after 5 minutes was measured as the stability. The results are in Table 1
~As shown in Table 6. The results shown in Tables 1 to 6 show that foamability is suppressed by blending the higher fatty acid amine compound with the quaternary ammonium compound. In addition, freshwater and seawater are used as target water, and 4
Tests were conducted at a water temperature of 0°C. Furthermore, even when a higher aliphatic amine compound was added to the quaternary ammonium compound, there was no change in the ability to inhibit microorganisms.
【0020】[0020]
【表1】[Table 1]
【0021】[0021]
【表2】[Table 2]
【0022】[0022]
【表3】[Table 3]
【0023】[0023]
【表4】[Table 4]
【0024】[0024]
【表5】[Table 5]
【0025】[0025]
【表6】[Table 6]
【0026】[0026]
【発明の効果】この発明の発泡抑制法によれば、第4級
アンモニウム化合物を水系に適用する際の発泡を著しく
抑制することができる。そして、消泡的作用を呈する高
級脂肪族アミン化合物はそれ自体、低CODで取扱いも
簡便であり、第4級アンモニウム化合物の効果を阻害す
ることもない。According to the foaming suppression method of the present invention, foaming when a quaternary ammonium compound is applied to an aqueous system can be significantly suppressed. Further, the higher aliphatic amine compound exhibiting an antifoaming effect itself has a low COD and is easy to handle, and does not inhibit the effect of the quaternary ammonium compound.
【0027】従って、この発明によれば、第4級アンモ
ニウム化合物使用時の発泡性による問題を効率よく簡便
に解消することができ、第4級アンモニウム化合物の使
用範囲の拡大も可能となる。Therefore, according to the present invention, problems caused by foaming properties when using quaternary ammonium compounds can be efficiently and easily solved, and the range of use of quaternary ammonium compounds can be expanded.
Claims (3)
合物を水中で用いるに際し、下記一般式(I):【化1
】 [式中R4は炭素数12〜18の飽和または不飽和の直
鎖状脂肪族炭化水素基、R5及びR6はそれぞれ、水素
原子又はアミノ基で置換されていてもよい炭素原子数1
〜4の低級アルキル基であり、Yは酸残基を示す。]で
表される高級脂肪族アミンを併用することからなる第4
級アンモニウム化合物の発泡抑制方法。[Claim 1] When using a quaternary ammonium compound having foaming properties in water, the following general formula (I):
[In the formula, R4 is a saturated or unsaturated linear aliphatic hydrocarbon group having 12 to 18 carbon atoms, and R5 and R6 each have 1 carbon atom, which may be substituted with a hydrogen atom or an amino group.
~4 lower alkyl group, and Y represents an acid residue. A fourth method consisting of the combined use of a higher aliphatic amine represented by
A method for suppressing foaming of class ammonium compounds.
し、一般式(I)の高級脂肪族アミンが、0.05〜1
0モル併用される請求項1の発泡抑制方法。[Claim 2] The amount of higher aliphatic amine of general formula (I) is 0.05 to 1 per mole of the quaternary ammonium compound.
The method for suppressing foaming according to claim 1, wherein 0 mol is used in combination.
物が、高級脂肪族第3級アミンである請求項1の発泡抑
制方法。3. The method for suppressing foaming according to claim 1, wherein the higher aliphatic amine compound of general formula (I) is a higher aliphatic tertiary amine.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3106029A JP2713509B2 (en) | 1991-05-10 | 1991-05-10 | Method for suppressing foaming of quaternary ammonium compound |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3106029A JP2713509B2 (en) | 1991-05-10 | 1991-05-10 | Method for suppressing foaming of quaternary ammonium compound |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH04334508A true JPH04334508A (en) | 1992-11-20 |
JP2713509B2 JP2713509B2 (en) | 1998-02-16 |
Family
ID=14423216
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP3106029A Expired - Lifetime JP2713509B2 (en) | 1991-05-10 | 1991-05-10 | Method for suppressing foaming of quaternary ammonium compound |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009227664A (en) * | 2008-02-25 | 2009-10-08 | Sanyo Chem Ind Ltd | Low foamability cationic surfactant composition |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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JP5493095B2 (en) * | 2006-09-29 | 2014-05-14 | 株式会社片山化学工業研究所 | Method of suppressing foaming in seawater cooling water system |
-
1991
- 1991-05-10 JP JP3106029A patent/JP2713509B2/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009227664A (en) * | 2008-02-25 | 2009-10-08 | Sanyo Chem Ind Ltd | Low foamability cationic surfactant composition |
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JP2713509B2 (en) | 1998-02-16 |
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