JPS5918083B2 - Solvent composition for dehydration - Google Patents
Solvent composition for dehydrationInfo
- Publication number
- JPS5918083B2 JPS5918083B2 JP14527078A JP14527078A JPS5918083B2 JP S5918083 B2 JPS5918083 B2 JP S5918083B2 JP 14527078 A JP14527078 A JP 14527078A JP 14527078 A JP14527078 A JP 14527078A JP S5918083 B2 JPS5918083 B2 JP S5918083B2
- Authority
- JP
- Japan
- Prior art keywords
- solvent
- water
- acid
- alkyl
- group
- 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.)
- Expired
Links
- 239000002904 solvent Substances 0.000 title claims description 29
- 239000000203 mixture Substances 0.000 title claims description 16
- 230000018044 dehydration Effects 0.000 title description 6
- 238000006297 dehydration reaction Methods 0.000 title description 6
- -1 aromatic carboxylic acids Chemical class 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 150000007524 organic acids Chemical class 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 150000008282 halocarbons Chemical class 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 235000011007 phosphoric acid Nutrition 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 150000003016 phosphoric acids Chemical class 0.000 claims description 2
- 150000008051 alkyl sulfates Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- 238000000034 method Methods 0.000 description 11
- 239000004094 surface-active agent Substances 0.000 description 10
- 150000001412 amines Chemical class 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 238000005191 phase separation Methods 0.000 description 6
- 238000001035 drying Methods 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 239000008346 aqueous phase Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- RDCAZFAKCIEASQ-UHFFFAOYSA-N 3-octoxypropan-1-amine Chemical compound CCCCCCCCOCCCN RDCAZFAKCIEASQ-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 2
- 229940043264 dodecyl sulfate Drugs 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- NPBQPULRIRDUSA-UHFFFAOYSA-N 1,1,1,2,3,3,4,4,5-nonachloropentane Chemical compound ClC(C(Cl)(Cl)Cl)C(C(CCl)(Cl)Cl)(Cl)Cl NPBQPULRIRDUSA-UHFFFAOYSA-N 0.000 description 1
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical group N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- CTTJWXVQRJUJQW-UHFFFAOYSA-N 2,2-dioctyl-3-sulfobutanedioic acid Chemical compound CCCCCCCCC(C(O)=O)(C(C(O)=O)S(O)(=O)=O)CCCCCCCC CTTJWXVQRJUJQW-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- LJKDOMVGKKPJBH-UHFFFAOYSA-N 2-ethylhexyl dihydrogen phosphate Chemical compound CCCCC(CC)COP(O)(O)=O LJKDOMVGKKPJBH-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ZRJOUVOXPWNFOF-UHFFFAOYSA-N 3-dodecoxypropan-1-amine Chemical compound CCCCCCCCCCCCOCCCN ZRJOUVOXPWNFOF-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 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
- 229910018828 PO3H2 Inorganic materials 0.000 description 1
- 239000005643 Pelargonic acid Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- 238000001792 White test Methods 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- MQXQVCLAUDMCEF-CWLIKTDRSA-N amoxicillin trihydrate Chemical compound O.O.O.C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 MQXQVCLAUDMCEF-CWLIKTDRSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229960004365 benzoic acid Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- ARBYBCHKMDUXNE-UHFFFAOYSA-N bromo-dichloro-fluoromethane Chemical compound FC(Cl)(Cl)Br ARBYBCHKMDUXNE-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000004956 cyclohexylene group Chemical group 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- QPMYDKZWNHACPT-UHFFFAOYSA-N decanoic acid;2-(2-ethylhexoxy)ethanamine Chemical compound CCCCCCCCCC(O)=O.CCCCC(CC)COCCN QPMYDKZWNHACPT-UHFFFAOYSA-N 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229960000878 docusate sodium Drugs 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
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000007602 hot air drying Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000002842 nonanoic acids Chemical class 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229960002969 oleic acid Drugs 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 229940116353 sebacic acid Drugs 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
Landscapes
- Extraction Or Liquid Replacement (AREA)
Description
【発明の詳細な説明】
本発明は種々の固体表面より水分を除去するための新規
な溶剤組成物に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to novel solvent compositions for removing moisture from various solid surfaces.
更に詳しくは、ハロゲン化炭化水素系溶剤に、アルコキ
シアルキルアミンを有機酸で中和して得られる界面活性
剤を添加してなる脱水用溶剤組成物に関する。More specifically, the present invention relates to a dehydrating solvent composition obtained by adding a surfactant obtained by neutralizing an alkoxyalkylamine with an organic acid to a halogenated hydrocarbon solvent.
金属、プラスチック、硝子、セラミック製品あるいはそ
れらの組合せよりなる各種の機械部品あるいは電子部品
の製造ないし加工工程では汚れの除去を目的とした水洗
をはじめ、種々の水による処理が行なわれている。BACKGROUND ART In the manufacturing or processing process of various mechanical or electronic parts made of metal, plastic, glass, ceramic products, or combinations thereof, various water treatments are performed, including washing with water for the purpose of removing dirt.
かかる工程の後、物品に付着した水滴あるいは水分は、
金属表面での発錆防止あるいは工程の能率化を図るため
にも、迅速に除去することがしばしば必要とされる。After this process, water droplets or moisture attached to the article are
Rapid removal is often required to prevent rust from forming on metal surfaces or to improve process efficiency.
水分の除去には、従来より自然乾燥法、熱風乾燥法やア
ルコール、アセトンなど水溶性の溶媒により水分を溶解
させて脱水乾燥する方法が広く行なわれている。Conventionally, water has been removed by natural drying, hot air drying, or dehydration drying by dissolving water with a water-soluble solvent such as alcohol or acetone.
ところが前者の方法には乾燥に時間がかかることの他、
乾燥後に輪じみが残り、金属では発錆が起こり易く、か
つまた加熱が材料に影響を与える場合もあるので、レン
ズをはじめとする精密機器部品あるいは半導体等の電子
機器部品には適用できないという欠点がある。However, the former method takes a long time to dry, and
Disadvantages include that it cannot be applied to precision equipment parts such as lenses or electronic equipment parts such as semiconductors, as it leaves a ring after drying, metals tend to rust, and heating may affect the material. There is.
また後者の方法には、それらの溶剤が可燃性で毒性を有
するため火災あるいは障害等の危険性があり、また使用
後の溶剤の再生ないし廃棄処理などを行なわなければな
らないという欠点がある。Furthermore, the latter method has the disadvantage that the solvents are flammable and toxic, posing a risk of fire or injury, and that the solvent must be recycled or disposed of after use.
しかるに最近になってハロゲン化炭化水素等の水と相溶
性のない溶剤にある種の界面活性剤を添加し、かかる溶
剤組成物に各種物品を浸漬することによって物品表面よ
り水滴ないし水分を除去する方法が見出され、かかる方
法が前記方法に比べ極めて安全かつ簡便な方法として注
目されてきている。However, recently, certain types of surfactants have been added to water-incompatible solvents such as halogenated hydrocarbons, and water droplets or moisture can be removed from the surfaces of various articles by immersing them in such solvent compositions. A method has been discovered, and this method has been attracting attention as an extremely safer and simpler method than the above-mentioned methods.
このような脱水用溶剤組成物はまず物品表面からの脱水
が迅速かつ完全に行ない得る脱水能力をもち、次いで除
去された水分が溶剤とエマルジョンを形成することなく
迅速かつ完全に2相に分離する性能をもたなければなら
ない。Such a dehydrating solvent composition first has a dehydrating ability that can quickly and completely dehydrate the surface of an article, and then the removed water quickly and completely separates into two phases without forming an emulsion with the solvent. Must have performance.
更に、添加した界面活性剤が水に難溶性で水相によって
持ち出されにくく、かつこれらの性能が長時間持続する
性質をもつことが要求される。Furthermore, the added surfactant is required to be poorly soluble in water, difficult to be carried out by the aqueous phase, and to maintain these properties for a long period of time.
このような性質をもつ界面活性剤としては今迄にアルキ
ルリン酸のアルキルアミン塩(特公昭46−3873号
公報)、オキシアルキレンアルキルアミンの有機酸塩(
特公昭52−43192号、53−1236号公報)、
ジアルキルスルホコハク酸の置換アミン塩およびオキシ
アルキレン基を有するアミンもしくはその誘導体(特開
昭53−58494号公報)あるいはN−アルキルプロ
ピレンジアミンの脂肪酸塩(特開昭51−75680号
公報)を用いる方法等が提案されている。So far, as surfactants with such properties, alkylamine salts of alkylphosphoric acids (Japanese Patent Publication No. 1983-3873), organic acid salts of oxyalkylenealkylamines (
Special Publication No. 52-43192, Publication No. 53-1236),
A method using a substituted amine salt of dialkyl sulfosuccinic acid and an amine having an oxyalkylene group or a derivative thereof (JP-A-53-58494) or a fatty acid salt of N-alkylpropylene diamine (JP-A-51-75680), etc. is proposed.
しかしながら、一般に前記脱水能力が優れた組成物はど
除去された水と溶剤がエマルジョンを形成して相分離し
にくくなる傾向にあり、前記いずれの界面活性剤を用い
る脱水剤組成物も脱水能および相分離能共にすぐれたも
のとはいい難い。However, in general, in compositions with excellent dehydration ability, the removed water and solvent tend to form an emulsion, making phase separation difficult. It is difficult to say that it has excellent phase separation ability.
本発明者等は脱水能および相分離能共に優れた脱水剤組
成物を開発するために鋭意検討を行なった結果、ハロゲ
ン化炭化水素溶剤に一般式、(R40R2NH2”JJ
(有機酸〕
R1:アルキル基、R2:アルキレン基
で示されるアルコキシアルキルアミンの有機酸塩を含有
させた溶剤組成物が前記の目的を達成し得ることを見出
し、本発明に到達したものである。The present inventors conducted intensive studies to develop a dehydrating agent composition with excellent dehydration ability and phase separation ability, and found that the general formula (R40R2NH2''JJ
(Organic acid) The present invention was achieved by discovering that a solvent composition containing an organic acid salt of an alkoxyalkylamine represented by R1: alkyl group and R2: alkylene group can achieve the above object. .
すなわち本発明は前記特定のアルコキシアルキルアミン
を有機酸で中和して得られる塩からなる界面活性剤を含
有することを特徴とする新規な溶剤組成物であり、この
ものは固体表面からの脱水能力および水と溶剤の相分離
性において優れた性能を有し、長期の使用においてもか
かる性能が維持され、更には処理される物品を汚染した
り腐食したりすることのないものである。That is, the present invention is a novel solvent composition characterized by containing a surfactant consisting of a salt obtained by neutralizing the above-mentioned specific alkoxyalkylamine with an organic acid, and this composition is suitable for dehydration from a solid surface. It has excellent performance in terms of capacity and phase separation between water and solvent, maintains this performance even during long-term use, and does not contaminate or corrode the articles being treated.
界面活性剤として通常のアルキルアミンを用いる場合に
はアルキルリン酸(特公昭46 3873号公報)等、
特殊の有機酸を使用しないかぎり充分満足な結果が得ら
れないのに対して、単にアルキル鎖中に1個のエーテル
結合を有するアミン、即ちアルコキシアルキルアミンを
用いることによってどのような有機酸を用いてもよい結
果が得られることは予想外の成果といえる。When a normal alkylamine is used as a surfactant, alkyl phosphoric acid (Japanese Patent Publication No. 3873/1973), etc.
While fully satisfactory results cannot be obtained unless a special organic acid is used, it is possible to use any organic acid by simply using an amine having one ether bond in the alkyl chain, that is, an alkoxyalkylamine. It can be said that it is an unexpected result that good results can be obtained.
本発明にいうアルコキシアルキルアミンとは一般式R,
−0−R2−NH2(式中R1は炭素数1〜24のアル
キル基であり、R2は炭素数1〜6のアルキレン基であ
る)で示されるものであり、鎖中に1個のエーテル結合
を有する炭素数6〜30個の直鎖または分枝状のアミン
であって、鎖中に不飽和結合あるいは環状構造を有して
もよく、またアルキル基の中には脂環式のものも含まれ
る。The alkoxyalkylamine referred to in the present invention has the general formula R,
-0-R2-NH2 (in the formula, R1 is an alkyl group having 1 to 24 carbon atoms, and R2 is an alkylene group having 1 to 6 carbon atoms), and has one ether bond in the chain. A linear or branched amine having 6 to 30 carbon atoms, which may have an unsaturated bond or a cyclic structure in the chain, and some of the alkyl groups may be alicyclic. included.
なお、アルコキシ基がアミン基よりあまり離れて存在す
ると前記相分離性が低下するのでアルコキシ基とアミン
基は1〜6個、より好ましくは2もしくは3個の炭素鎖
によって結合した構造を有するアルコキシアルキルアミ
ンが適している。Note that if the alkoxy group is present too far away from the amine group, the phase separation property will decrease, so the alkoxyalkyl group has a structure in which the alkoxy group and the amine group are bonded by 1 to 6 carbon chains, more preferably 2 or 3 carbon chains. Amines are suitable.
そのようなアルコキシアルキルアミンとしては、前記一
般式におけるR1がブチル、イソブチル、ヘキシル、シ
クロヘキシル、2−エチルヘキシル、n−オクチル、ラ
ウリル、ステアリル、アリル基のもの、R2がエチレン
、トリメチレン、シクロヘキシレン等が代表的なもので
あり、例えば2−(2−エチルへキシルオキシ)エテノ
1アミン、3−(n−オクチルオキシ)プロピルアミン
、2−アリルオキシプロピルアミン、2−ブトキシシク
ロヘキシルアミン、2−(2−エチルへキシルオキシ)
シクロヘキシルアミン等が具体例として挙げられる。Such alkoxyalkylamines include those in the general formula in which R1 is butyl, isobutyl, hexyl, cyclohexyl, 2-ethylhexyl, n-octyl, lauryl, stearyl, allyl group, and R2 is ethylene, trimethylene, cyclohexylene, etc. Typical examples include 2-(2-ethylhexyloxy)etheno1amine, 3-(n-octyloxy)propylamine, 2-allyloxypropylamine, 2-butoxycyclohexylamine, 2-(2- ethylhexyloxy)
Specific examples include cyclohexylamine.
また前記特定のアミンと塩を形成する有機酸としては脂
肪族及び芳香族カルボン酸(RCOOH)、アルキル硫
酸(RO8O3H)、アルキル及びアリールスルホン酸
(R8O3H)、モノあるいはジアルキルリン酸〔RO
PO3H2、(RO)2P02H〕等が用いられる。Examples of organic acids that form salts with the specific amines include aliphatic and aromatic carboxylic acids (RCOOH), alkyl sulfuric acids (RO8O3H), alkyl and aryl sulfonic acids (R8O3H), and mono- or dialkyl phosphoric acids [RO8O3H].
PO3H2, (RO)2P02H], etc. are used.
ここでいうアルキルは炭素数4〜20の直鎖または分枝
状のいずれであってもよく、また鎖中に不飽和結合ある
いは環状構造を有するものであってもよい。The alkyl mentioned here may be straight chain or branched, having 4 to 20 carbon atoms, and may have an unsaturated bond or a cyclic structure in the chain.
例えば吉草酸、カプロン酸、カプリル酸、2−エチルへ
キサン酸、ペラルゴン酸、カプリン酸、ラウリン酸、ス
テアリン酸、シクロヘキサン酸、オレイン酸、ソルビン
酸、セバシン酸、安息香酸、ラウリル硫酸、ラウリルス
ルホン酸、ドデシルベンゼンスルホン酸、ジオクチルス
ルホコハク酸、モノ−又はジー2−エチルへキシルリン
酸等が代表例として挙げられる。For example, valeric acid, caproic acid, caprylic acid, 2-ethylhexanoic acid, pelargonic acid, capric acid, lauric acid, stearic acid, cyclohexanoic acid, oleic acid, sorbic acid, sebacic acid, benzoic acid, lauryl sulfate, lauryl sulfonic acid. , dodecylbenzenesulfonic acid, dioctylsulfosuccinic acid, mono- or di-2-ethylhexylphosphoric acid, and the like.
しかしながら前記アミンの有機酸塩を用いる場合、双方
のアルキル基が共に長い場合には水と溶剤がエマルジョ
ン化し易く、短か過ぎる場合には水への溶解性が犬とな
るので、これを考慮してアミンと酸の組合せを選ぶとよ
く、次のような組合せが効果的である。However, when using the above-mentioned organic acid salt of amine, if both alkyl groups are long, water and solvent will easily form an emulsion, and if they are too short, the solubility in water will be poor, so this should be taken into consideration. The following combinations are effective:
代表的な組合せとしては2−(2−エチルへキシルオキ
シ)エチルアミン・カプリン酸塩、2−ラウリルオキシ
エチルアミン・2エチルヘキサン酸塩、3(n−ヘキシ
ルオキシ)プロピルアミン・カプリル酸塩、3−(2−
エチルへキシルオキシ)プロピルアミン・ペラルゴン酸
塩、3−(n−オクチルオキシ)プロピルアミン・2エ
チルへキシルリン酸塩、2−メトキシラウリルアミン・
ラウリル硫酸塩等がある。Typical combinations include 2-(2-ethylhexyloxy)ethylamine caprate, 2-lauryloxyethylamine 2-ethylhexanoate, 3(n-hexyloxy)propylamine caprylate, 3-( 2-
ethylhexyloxy)propylamine pelargonate, 3-(n-octyloxy)propylamine 2ethylhexyl phosphate, 2-methoxylaurylamine
Examples include lauryl sulfate.
なお、本発明では2種以上の前記アミンあるいは有機酸
の混合物を用いてもよく、また2種以上のアミン塩を混
合して使用することもできる。In the present invention, a mixture of two or more of the above amines or organic acids may be used, or a mixture of two or more amine salts may be used.
本発明に用いるハロゲン化炭化水素は分子中にフッ素、
塩素あるいは臭素原子を少くとも1個含有する炭素数1
〜4の常温で液体の難燃性ないし不燃性の化合物であり
、例えば1,1.2−トIJクロロー1.2.2−4リ
フルオロエタン、1.1.2.2−テトラクロロ−1,
2−ジフルオロエタン、トリクロロフルオロメタン、ジ
クロロブロモフルオロメタン、トリクロロエタン、トリ
クロロエチレン、テトラクロロエチレン、塩化メチレン
、四塩化炭素などである。The halogenated hydrocarbon used in the present invention has fluorine in the molecule,
1 carbon atom containing at least one chlorine or bromine atom
It is a flame-retardant or non-combustible compound that is liquid at room temperature and has a temperature of 1,1,2-to-IJ chloro-1,2,2-4-lifluoroethane, 1,1,2,2-tetrachloro- 1,
These include 2-difluoroethane, trichlorofluoromethane, dichlorobromofluoromethane, trichloroethane, trichloroethylene, tetrachloroethylene, methylene chloride, and carbon tetrachloride.
また必要に応じてこれらの2種以上の混合物あるいは他
溶剤との混合物を用いることもできる。Furthermore, a mixture of two or more of these solvents or a mixture with other solvents can also be used, if necessary.
特に1,1.2−)リクロロー1.2.2−)リフルオ
ロエタンは不燃性、低毒性に加えて化学的に極めて安定
で加水分解も受は難く、プラスチック、エラストマー等
を溶解しないので基材をいためることなく安定に金属、
有機高分子、ガラス、セラミック等、各種の固体表面よ
り水分を除去することができ、また低沸点であるため溶
剤の蒸発が速く、特に乾燥工程も必要としない点で最も
適した溶剤といえる。In particular, 1,1.2-)lifluoro1.2.2-)lifluoroethane is non-flammable, has low toxicity, is extremely chemically stable, is not susceptible to hydrolysis, and does not dissolve plastics, elastomers, etc., so it is a basic material. Stable metal processing without damaging the material.
It can remove moisture from the surfaces of various solids such as organic polymers, glass, and ceramics, and because it has a low boiling point, the solvent evaporates quickly and does not require a drying process, making it the most suitable solvent.
本発明におけるハロゲン化炭化水素溶剤に対するアルコ
キシアルキルアミンの有機酸塩の添加量は通常0.01
〜10重量係の範囲がよいが、添加量が少い場合には脱
水能力が充分でなく1.逆に多い場合には物品表面に多
量の界面活性剤が残留し、はこりの付着等、表面汚染の
原因ともなるので、0.1〜5重量重量節囲が特に好ま
しい。In the present invention, the amount of organic acid salt of alkoxyalkylamine added to the halogenated hydrocarbon solvent is usually 0.01.
A range of 10% to 10% by weight is preferable, but if the amount added is small, the dehydration ability will not be sufficient and 1. On the other hand, if the surfactant is too large, a large amount of the surfactant will remain on the surface of the article, causing surface contamination such as the adhesion of lumps, so a weight range of 0.1 to 5 is particularly preferable.
以下に実施例を挙げて本発明を具体的に説明するが、本
発明はこれらの実施例のみに限定されるものではない。EXAMPLES The present invention will be specifically described below with reference to Examples, but the present invention is not limited to these Examples.
比較例 1
清浄なステンレス製ミニチュアベアリング(R−156
0)30ケを水100gに浸漬し、よく振盪した後、ブ
フナーロートに移し吸引瀘過によって大部分の水を除去
した(操作−1)。Comparative example 1 Clean stainless steel miniature bearing (R-156
0) After immersing 30 pieces in 100 g of water and shaking well, they were transferred to a Buchner funnel and most of the water was removed by suction filtration (operation-1).
これを溶剤100Tnlに投入し、溶剤表面に浮上して
くる水滴をアスピレータ−で吸取りながら1分間浸漬し
た後、乾燥したブフナーロートに直ちに移し溶剤を吸引
除去した(操作−2)。This was poured into 100 Tnl of solvent, and after being immersed for 1 minute while absorbing water droplets floating on the surface of the solvent with an aspirator, it was immediately transferred to a dry Buchner funnel and the solvent was removed by suction (operation-2).
次いでこれを別の乾燥したブフナーロートに移し、これ
を所定量の脱水メタノールで洗い残留水分を吸収させた
(操作−3)。Next, this was transferred to another dry Buchner funnel, and washed with a predetermined amount of dehydrated methanol to absorb residual water (operation-3).
この洗液中の水分をカールフィッシャー法により定量し
た。The water content in this washing liquid was determined by the Karl Fischer method.
これをAグラムとする。また操作−2を省略した以外は
上記と同様にして白試験を行ない水分量(Bグラム)を
求めた。Let this be an A-gram. In addition, a white test was conducted in the same manner as above except that Step 2 was omitted, and the moisture content (B grams) was determined.
水分除去率は次式によって算出した。The water removal rate was calculated using the following formula.
これらの結果を第1表に示した。These results are shown in Table 1.
実施例 1
1.1.2−4リクロロー1.2.2−トリフルオロエ
タンに各種のアルコキシアルキルアミンの有機酸塩を0
.5重量係添加した溶剤を用いて比較例1と同様にして
水分除去率を求めた結果を第2表に示す。Example 1 1.1.2-4 Lichloro1.2.2-Trifluoroethane was added with various organic acid salts of alkoxyalkylamines.
.. Table 2 shows the results of determining the water removal rate in the same manner as in Comparative Example 1 using a solvent added by weight of 5%.
実施例 2
清浄なナイロン製歯車(直径15龍、厚さ2 m711
)30個を用い、3−(2−エチルへキシルオキシ)プ
ロピルアミンのペラルゴン酸塩および2−(n−オクチ
ルオキシ)エチルアミンの2−エチルヘキサン酸塩を濃
度変化させ、比較例1と同様にして水分除去率を求めた
結果を第3表に示す。Example 2 Clean nylon gear (diameter 15mm, thickness 2m711)
), the concentration of 3-(2-ethylhexyloxy)propylamine pelargonate and 2-(n-octyloxy)ethylamine 2-ethylhexanoate was varied in the same manner as in Comparative Example 1. Table 3 shows the results of determining the water removal rate.
実施例 3
3−ラウリルオキシプロピルアミンのペラルゴン酸塩0
.5重量係を添加した溶剤を用い、比較例1と同様にし
て水分除去率を求めた結果を第4表に示す。Example 3 Pelargonic acid salt of 3-lauryloxypropylamine 0
.. Table 4 shows the results of determining the water removal rate in the same manner as in Comparative Example 1 using a solvent to which 5% by weight was added.
比較例2、実施例4
アミン塩界面活性剤が水と溶剤の相分離性に及ぼす効果
、並びにこれらの持続性を明らかにするために以下の実
験を行なった。Comparative Example 2, Example 4 The following experiments were conducted to clarify the effects of amine salt surfactants on the phase separation between water and solvent, and their sustainability.
100m1の蓋付ガラス瓶に0.5重量係の界面活性剤
を含有する1、1.2−トリクロロ−1,2,2−トリ
フルオロエタン101を入れ、これに21の水を加えて
30秒間激しく振盪した。Put 1,1,2-trichloro-1,2,2-trifluoroethane 101 containing 0.5% by weight of surfactant into a 100ml glass bottle with a lid, add water from 21 and mix vigorously for 30 seconds. Shake.
これを静置し、水と溶剤が完全に2相に分離するまでの
時間を測定し、同時に両相の透明度を観察した。This was allowed to stand, and the time required for the water and solvent to completely separate into two phases was measured, and the transparency of both phases was observed at the same time.
両相が殆んど透明になった後、該試験液の水相のみをア
スピレータ−で吸引除去し、新たに20.9の水を加え
て同様の試、験を10回繰返した。After both phases became almost transparent, only the aqueous phase of the test solution was removed by suction using an aspirator, 20.9% water was newly added, and the same test was repeated 10 times.
その後、該試験液の水相を除去し、比較例1と同様にし
て水分除去率を求めた結果を第5表に示す。Thereafter, the aqueous phase of the test liquid was removed, and the water removal rate was determined in the same manner as in Comparative Example 1. The results are shown in Table 5.
Claims (1)
2は炭素数1〜6のアルキレン基である。 ただしR1t R2の総炭素数は6〜30である。 )で示されるアルコキシアルキルアミンと、脂肪族及び
芳香族カルボン酸、・アルキル硫酸、アルキル及びアリ
ールスルホン酸及びモノ或はジアルキルリン酸よりなる
群より選ばれる有機酸との塩を添加してなる脱水用溶剤
組成物。[Scope of Claims] 1 A halogenated hydrocarbon solvent having the general formula R, -0-R2-NH2 (wherein, R1 is an alkyl group having 1 to 24 carbon atoms, and R
2 is an alkylene group having 1 to 6 carbon atoms. However, the total number of carbon atoms in R1tR2 is 6 to 30. ) and a salt of an organic acid selected from the group consisting of aliphatic and aromatic carboxylic acids, alkyl sulfates, alkyl and aryl sulfonic acids, and mono- or dialkyl phosphoric acids. solvent composition for use.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14527078A JPS5918083B2 (en) | 1978-11-27 | 1978-11-27 | Solvent composition for dehydration |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14527078A JPS5918083B2 (en) | 1978-11-27 | 1978-11-27 | Solvent composition for dehydration |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5571799A JPS5571799A (en) | 1980-05-30 |
| JPS5918083B2 true JPS5918083B2 (en) | 1984-04-25 |
Family
ID=15381243
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14527078A Expired JPS5918083B2 (en) | 1978-11-27 | 1978-11-27 | Solvent composition for dehydration |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5918083B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6365540U (en) * | 1986-10-17 | 1988-04-30 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1140207B (en) * | 1981-09-25 | 1986-09-24 | Montedison Spa | COMPOSITION BASED ON FLUOROHYDROCARBON SOLVENT, SUITABLE FOR ELIMINATING WATER FROM THE SURFACE OF MANUFACTURED PRODUCTS |
-
1978
- 1978-11-27 JP JP14527078A patent/JPS5918083B2/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6365540U (en) * | 1986-10-17 | 1988-04-30 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5571799A (en) | 1980-05-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0509739B1 (en) | Water displacement composition and a method of use | |
| US3988256A (en) | Photoresist stripper rinse | |
| TWI386765B (en) | Dynamic multi-purpose composition for the removal of photoresists and method for its use | |
| US3730904A (en) | Halogenated hydrocarbon compositions and uses thereof | |
| US5948174A (en) | Hydrofluorocarbon-containing compositions and method for removing water from a solid surface | |
| JPS6329561B2 (en) | ||
| DE69616293T2 (en) | CLEANING METHOD AND DEVICE | |
| KR960001016B1 (en) | Composition for demoistening or degreasing of solid surfaces | |
| JPS5918083B2 (en) | Solvent composition for dehydration | |
| JPH05171077A (en) | Method of dissolving polyurethane foam | |
| EP0120217A2 (en) | Solvent dewatering composition | |
| US4491531A (en) | Composition based on a fluorohydrocarbon solvent, suitable for removing water from the surface of manufactured articles | |
| JPS597482B2 (en) | Solvent composition for dehydration | |
| US3577348A (en) | Trichlorotrifluoroethane water emulsion system | |
| JPH10121098A5 (en) | ||
| JPH0386201A (en) | Dehydrating solvent composition | |
| KR100355277B1 (en) | Compositions containing 1,1,1,3,3-pentafluorobutane and methods for removing water from solid surfaces | |
| JP3266936B2 (en) | Composition for removing water and method for removing water from articles | |
| US5300253A (en) | 1-chloro-2,2,2-trifluoroethyl difluoromethyl ether compositions for removing water from surfaces | |
| JPH04349901A (en) | Dichloropentafluoropropan composition and method for removing water from object surface | |
| JP3141325B2 (en) | Solvent and method for cleaning article surface using the same | |
| JPH07284605A (en) | Dehydrating solvent composition | |
| JPS63162001A (en) | Dehydrating composition | |
| JPH054003A (en) | Solvent composition for draining | |
| EP0473083A2 (en) | Detergent compositions comprising fluorinated hydrocarbons containing hydrogen |