JP5215570B2 - Solvent composition - Google Patents
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- JP5215570B2 JP5215570B2 JP2007049210A JP2007049210A JP5215570B2 JP 5215570 B2 JP5215570 B2 JP 5215570B2 JP 2007049210 A JP2007049210 A JP 2007049210A JP 2007049210 A JP2007049210 A JP 2007049210A JP 5215570 B2 JP5215570 B2 JP 5215570B2
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- 239000002904 solvent Substances 0.000 title claims description 86
- 239000000203 mixture Substances 0.000 title claims description 47
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 48
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 38
- 239000002798 polar solvent Substances 0.000 claims description 30
- 238000009835 boiling Methods 0.000 claims description 26
- 229930195733 hydrocarbon Natural products 0.000 claims description 20
- 150000002430 hydrocarbons Chemical class 0.000 claims description 20
- 239000004215 Carbon black (E152) Substances 0.000 claims description 18
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 18
- -1 cyclic aliphatic hydrocarbon Chemical class 0.000 claims description 18
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 17
- 239000003973 paint Substances 0.000 claims description 16
- 239000000853 adhesive Substances 0.000 claims description 12
- 230000001070 adhesive effect Effects 0.000 claims description 12
- 238000001704 evaporation Methods 0.000 claims description 9
- 230000008020 evaporation Effects 0.000 claims description 9
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 5
- 150000001298 alcohols Chemical class 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 150000002576 ketones Chemical class 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 12
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 12
- 239000008096 xylene Substances 0.000 description 12
- 239000003153 chemical reaction reagent Substances 0.000 description 11
- 239000000976 ink Substances 0.000 description 11
- 239000000126 substance Substances 0.000 description 11
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 10
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 8
- 238000005984 hydrogenation reaction Methods 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 6
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 239000003849 aromatic solvent Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 4
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 230000033228 biological regulation Effects 0.000 description 4
- 239000012459 cleaning agent Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229910052697 platinum Inorganic materials 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 3
- MEBONNVPKOBPEA-UHFFFAOYSA-N 1,1,2-trimethylcyclohexane Chemical compound CC1CCCCC1(C)C MEBONNVPKOBPEA-UHFFFAOYSA-N 0.000 description 2
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical compound CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 2
- NHCREQREVZBOCH-UHFFFAOYSA-N 1-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene Chemical compound C1CCCC2C(C)CCCC21 NHCREQREVZBOCH-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 206010007269 Carcinogenicity Diseases 0.000 description 2
- GWESVXSMPKAFAS-UHFFFAOYSA-N Isopropylcyclohexane Chemical compound CC(C)C1CCCCC1 GWESVXSMPKAFAS-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000003763 carbonization Methods 0.000 description 2
- 230000007670 carcinogenicity Effects 0.000 description 2
- 231100000260 carcinogenicity Toxicity 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000006082 mold release agent Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- PGMYKACGEOXYJE-UHFFFAOYSA-N pentyl acetate Chemical compound CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000003209 petroleum derivative Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 229920003051 synthetic elastomer Polymers 0.000 description 2
- 239000005061 synthetic rubber Substances 0.000 description 2
- RYNQKSJRFHJZTK-UHFFFAOYSA-N (3-methoxy-3-methylbutyl) acetate Chemical compound COC(C)(C)CCOC(C)=O RYNQKSJRFHJZTK-UHFFFAOYSA-N 0.000 description 1
- GCYUJISWSVALJD-UHFFFAOYSA-N 1,1-diethylcyclohexane Chemical compound CCC1(CC)CCCCC1 GCYUJISWSVALJD-UHFFFAOYSA-N 0.000 description 1
- CRZVDNMIWUHMQA-UHFFFAOYSA-N 1,2,3,4,5,6-hexamethylcyclohexane Chemical compound CC1C(C)C(C)C(C)C(C)C1C CRZVDNMIWUHMQA-UHFFFAOYSA-N 0.000 description 1
- HUMCBDCARGDFNV-UHFFFAOYSA-N 1-ethyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene Chemical compound C1CCCC2C(CC)CCCC21 HUMCBDCARGDFNV-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- MFKRHJVUCZRDTF-UHFFFAOYSA-N 3-methoxy-3-methylbutan-1-ol Chemical compound COC(C)(C)CCO MFKRHJVUCZRDTF-UHFFFAOYSA-N 0.000 description 1
- FUUGBGSHEIEQMS-UHFFFAOYSA-N 4a,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene Chemical compound C1CCCC2(C)CCCCC21C FUUGBGSHEIEQMS-UHFFFAOYSA-N 0.000 description 1
- QEPUNQJDHXDVSL-UHFFFAOYSA-N 7,7,8,8-tetramethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalene Chemical compound C1CCCC2C(C)(C)C(C)(C)CCC21 QEPUNQJDHXDVSL-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- QTYARKOMFKRPSY-UHFFFAOYSA-N butan-2-ylcyclohexane Chemical compound CCC(C)C1CCCCC1 QTYARKOMFKRPSY-UHFFFAOYSA-N 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000001833 catalytic reforming Methods 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 229910000480 nickel oxide Inorganic materials 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- GNRSAWUEBMWBQH-UHFFFAOYSA-N oxonickel Chemical compound [Ni]=O GNRSAWUEBMWBQH-UHFFFAOYSA-N 0.000 description 1
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
本発明は、芳香族炭化水素を実質的に含有しない溶剤組成物に関する。詳しくは、本発明は、芳香族炭化水素を実質的に含有していなくても、芳香族系溶剤と同等の溶解性を有し、塗料、接着剤、印刷インクおよび離型剤などの溶剤として好適に使用できる溶剤組成物に関する。 The present invention relates to a solvent composition substantially free of aromatic hydrocarbons. Specifically, the present invention has the same solubility as an aromatic solvent even if it does not substantially contain an aromatic hydrocarbon, and is used as a solvent for paints, adhesives, printing inks, mold release agents, and the like. It is related with the solvent composition which can be used conveniently.
塗料、印刷インキ、接着剤、粘着剤、洗浄剤などに用いられる溶剤としては、主に石油系炭化水素溶剤が用いられている。一般的に、炭化水素溶剤の溶解力は、芳香族炭化水素、環状脂肪族炭化水素、鎖状脂肪族炭化水素の順に低くなる。トルエン、キシレンなどの芳香族炭化水素系の溶剤は特に優れた溶解力を有するため広範な分野で使用されてきた。しかし、芳香族分を多く含有する溶剤は、臭気が残り、作業環境を著しく汚染するとともに、作業従事者の健康面に悪影響を及ぼすおそれがある。芳香族成分のうち、ベンゼン、トルエン、キシレンは特に人体への影響が大きく懸念されることから、労働省の特定化学物質等障害予防規制で、ベンゼンは１容量％を超えるものについて、労働省の有機溶剤中毒予防規制では、トルエンとキシレンの合計量が５重量％を超えるものについては、使用制限、化合物存在の表示義務がある。また、各地方条例等により、使用量・排出量が管理され、環境への排出量の低減が推進されている。 Petroleum hydrocarbon solvents are mainly used as solvents used in paints, printing inks, adhesives, pressure-sensitive adhesives, cleaning agents, and the like. In general, the dissolving power of the hydrocarbon solvent decreases in the order of aromatic hydrocarbon, cycloaliphatic hydrocarbon, and chain aliphatic hydrocarbon. Aromatic hydrocarbon solvents such as toluene and xylene have been used in a wide range of fields because they have particularly excellent dissolving power. However, a solvent containing a large amount of aromatic content may leave an odor, significantly contaminate the work environment, and adversely affect the health of workers. Of the aromatic components, benzene, toluene, and xylene are particularly concerned about the effects on the human body. Therefore, the Ministry of Labor's regulations on prevention of specific chemical substances, etc., prevent benzene from exceeding 1% by volume. Under the poisoning prevention regulations, those with a total amount of toluene and xylene exceeding 5% by weight are obliged to restrict use and indicate the presence of compounds. In addition, the amount used and discharged is managed by each local ordinance, and the reduction of the amount discharged to the environment is promoted.
さらに、２環芳香族炭化水素であるナフタレンについては、国際ガン研究機関（ＩＡＲＣ）によれば、発がん性ランクが分類２Ｂの発がん性の可能性があるとされ、人体の危険性に対する規制がより厳しくなった。 In addition, for naphthalene, which is a bicyclic aromatic hydrocarbon, according to the International Agency for Research on Cancer (IARC), the carcinogenicity rank is considered to be a carcinogenicity of classification 2B, and there are more restrictions on human risk. It became strict.
このように特に芳香族系の炭化水素溶剤の使用に関しては、安全性の観点から有機溶剤排出規制が強化されている。
このような中、電気・電子部品、自動車部品、精密機器部品等の分野で用いられている炭化水素洗浄剤の分野では、従来一般的に使用されてきた芳香族系溶剤から、より安全性の高い環状脂肪族炭化水素であるナフテン系溶剤やパラフィン系溶剤等の非芳香族系溶剤に転換されつつある。また、非芳香族系溶剤に可溶な塗料向け樹脂や有機溶剤を使用しない水系や粉体型塗料の開発も進んでいる。このような状況の中、アルキルシクロヘキサン系溶剤等のナフテン系溶剤（特許文献１、２）、ミネラルスピリットを主成分とした芳香族炭化水素を含まない塗料用溶剤（特許文献３）、脂肪族炭化水素とグリコール誘導体からなる塗料（特許文献４）が提案されている。
Thus, especially regarding the use of aromatic hydrocarbon solvents, organic solvent emission regulations have been strengthened from the viewpoint of safety.
Under such circumstances, in the field of hydrocarbon cleaners used in the fields of electric / electronic parts, automobile parts, precision equipment parts, etc., it is more safe from the aromatic solvents that have been conventionally used in general. It is being converted to non-aromatic solvents such as naphthenic solvents and paraffinic solvents, which are high cycloaliphatic hydrocarbons. Development of water-based and powder-type paints that do not use organic resins and resins for paints that are soluble in non-aromatic solvents is also progressing. Under such circumstances, naphthenic solvents such as alkylcyclohexane solvents (Patent Documents 1 and 2), paint solvents not containing aromatic hydrocarbons mainly composed of mineral spirits (Patent Document 3), aliphatic carbonization A paint made of hydrogen and a glycol derivative (Patent Document 4) has been proposed.
しかしながら、塗膜性能や乾燥性、作業効率性の点で技術的課題も多く、特に、溶解性については充分でないという欠点があった。
本発明は、このような問題を解決したもので、ベンゼン、トルエン、キシレンおよびナフタレンなどの芳香族炭化水素を実質的に含まない溶剤であって、人体に対しての安全性が高いナフテン系溶剤を主体とし、しかも優れた溶解性を有し、塗料、接着剤、印刷インクおよび離型剤などの溶剤として好適に使用できる溶剤組成物を提供することを課題とし
ている。
The present invention solves such problems, and is a solvent that does not substantially contain aromatic hydrocarbons such as benzene, toluene, xylene, and naphthalene, and has a high safety for human bodies. The main object is to provide a solvent composition that has excellent solubility and can be suitably used as a solvent for paints, adhesives, printing inks, release agents and the like.
本発明者は、鋭意研究の結果、特定の性状を有する環状脂肪族炭化水素と、極性溶媒とを含む溶剤組成物が、芳香族炭化水素を実質的に含有しないにもかかわらず。溶解性に優れることを見出し、本発明を完成するに至った。 As a result of diligent research, the present inventor has found that a solvent composition containing a cycloaliphatic hydrocarbon having a specific property and a polar solvent does not substantially contain an aromatic hydrocarbon. The present inventors have found that the solubility is excellent and have completed the present invention.
すなわち本発明の溶剤組成物は、環状脂肪族炭化水素を５０〜９０容量％、極性溶剤を１０〜５０容量％含む溶剤組成物であって、
前記極性溶剤が、エステル類、ケトン類およびアルコール類よりなる群から選択される１種以上からなり、
鎖状脂肪族炭化水素含有量が１０容量％未満、芳香族炭化水素含有量が０．１容量％未満であり、
トルエンに対する８０℃における蒸発速度比が０．１５〜１．０の範囲であり、かつ、
混合アニリン点が３０〜５０℃であることを特徴としている。
That is, the solvent composition of the present invention is a solvent composition containing 50 to 90% by volume of a cyclic aliphatic hydrocarbon and 10 to 50% by volume of a polar solvent,
The polar solvent comprises at least one selected from the group consisting of esters, ketones and alcohols;
The chain aliphatic hydrocarbon content is less than 10% by volume, the aromatic hydrocarbon content is less than 0.1% by volume,
The evaporation rate ratio at 80 ° C. to toluene is in the range of 0.15 to 1.0, and
The mixed aniline point is 30 to 50 ° C.
このような本発明の溶剤組成物は、前記環状脂肪族炭化水素が、沸点が１００〜２５５℃であり、かつ、アニリン点が５５℃以下であることが好ましい。
また本発明の溶剤組成物は、前記極性溶剤のカウリブタノール価が７０〜２７０であることが好ましい。
In such a solvent composition of the present invention, the cycloaliphatic hydrocarbon preferably has a boiling point of 100 to 255 ° C and an aniline point of 55 ° C or lower.
The solvent composition of the present invention preferably Kauri-butanol value of the polar solvent is from 70 to 270.
本発明の溶剤組成物は、塗料、接着剤、粘着剤、インクまたは離型剤の溶剤であることが好ましい。 The solvent composition of the present invention is preferably a solvent for paints, adhesives, pressure-sensitive adhesives, inks or release agents.
本発明によれば、ベンゼン、トルエン、キシレン及びナフタレン等の芳香族炭化水素を実質的に含まないナフテン系溶剤を主体とし、人体への安全性が高く、しかも、溶解性および乾燥性に優れ、塗料用途をはじめ、接着剤、粘着剤、インク及び洗浄剤等の各種分野に幅広く使用できる溶剤組成物を提供することができる。 According to the present invention, the main component is a naphthenic solvent substantially free of aromatic hydrocarbons such as benzene, toluene, xylene and naphthalene, which is highly safe to human body, and excellent in solubility and drying properties. It is possible to provide a solvent composition that can be widely used in various fields such as paint applications, adhesives, pressure-sensitive adhesives, inks and cleaning agents.
以下、本発明について具体的に説明する。
本発明の溶剤組成物は、環状脂肪族炭化水素（ナフテン系炭化水素）と、極性溶剤とを含有する。
Hereinafter, the present invention will be specifically described.
The solvent composition of the present invention contains a cyclic aliphatic hydrocarbon (naphthene hydrocarbon) and a polar solvent.
環状脂肪族炭化水素
本発明に係る環状脂肪族炭化水素としては、好ましくは沸点が１００〜２５５℃、より好ましくは１１０〜２４０℃のものが望ましい。環状脂肪族炭化水素の沸点が１００℃未満であると、揮発性が高く、引火点が低くなり、引火危険性が増加するため、作業環境、安全上１００℃以上であるのが望ましい。また、２５５℃を越えると、粘度が高くなったり、蒸発速度が遅くなる場合があるため、２５５℃以下であるのが望ましい。
Cycloaliphatic hydrocarbon The cycloaliphatic hydrocarbon according to the present invention preferably has a boiling point of 100 to 255 ° C, more preferably 110 to 240 ° C. When the boiling point of the cycloaliphatic hydrocarbon is less than 100 ° C., the volatility is high, the flash point becomes low, and the risk of ignition increases. When the temperature exceeds 255 ° C., the viscosity may be increased or the evaporation rate may be slow.
また、環状脂肪族炭化水素のアニリン点（ＡＰ）は５５℃以下、好ましくは５２℃以下であることが好ましい。ここで、アニリン点は、溶解度の尺度であって、ＪＩＳ Ｋ２２
６５により測定される。環状脂肪族炭化水素のアニリン点が高すぎる場合には、溶解性が低下し、極性溶剤と混合したときの混合効果が低減する。アニリン点の高い環状脂肪族炭化水素を含む溶剤組成物の溶解力を維持するには、極性溶剤の含有量を増加させる必要があるが、粘度の上昇や製造コスト面で好ましくない。
Further, the aniline point (AP) of the cyclic aliphatic hydrocarbon is 55 ° C. or lower, preferably 52 ° C. or lower. Here, the aniline point is a measure of solubility, and is JIS K22.
65. When the aniline point of the cycloaliphatic hydrocarbon is too high, the solubility is lowered, and the mixing effect when mixed with a polar solvent is reduced. In order to maintain the solubility of the solvent composition containing a cyclic aliphatic hydrocarbon having a high aniline point, it is necessary to increase the content of the polar solvent, but this is not preferable in terms of increase in viscosity and production cost.
本発明において、環状脂肪族炭化水素とは、単環あるいは２員環、３員環などの複数の環を形成した脂肪族炭化水素であって、置換炭化水素基を有していてもよい。これらは単独の化合物であってもよく、２種以上の混合物であってもよい。 In the present invention, the cycloaliphatic hydrocarbon is an aliphatic hydrocarbon in which a plurality of rings such as a single ring, a 2-membered ring, or a 3-membered ring are formed, and may have a substituted hydrocarbon group. These may be a single compound or a mixture of two or more.
本発明においては、特に限定されるものではないが、たとえば、芳香族炭化水素を含む石油留分を水素添加して得られた、環状脂肪族炭化水素を主成分とする水素化生成油を、そのままで、あるいは所望の沸点を有する留分に分留したものを用いて、これに由来する環状脂肪族炭化水素を含む溶剤組成物を調製することができる。 In the present invention, although not particularly limited, for example, a hydrogenated oil mainly composed of cyclic aliphatic hydrocarbons obtained by hydrogenating a petroleum fraction containing aromatic hydrocarbons, A solvent composition containing a cyclic aliphatic hydrocarbon derived therefrom can be prepared as it is or by using a fraction obtained by fractional distillation.
具体的には、本発明に使用する環状脂肪族炭化水素は、炭素数７〜１４の芳香族炭化水素を９０容量％以上、好ましくは９５容量％含有する沸点範囲が１１０〜２８０℃の石油留分を原料として、特開２００６−９６７８６号公報に開示されている方法等により、芳香族炭化水素の核水素添加（核水添）を行うことにより得ることができる。この原料石油留分は、ナフサの接触改質反応によって得られる改質留分を、精密蒸留により、上記沸点範囲内でカットすることにより、簡便に得ることができる。また、芳香族成分の核水素添加（核水添）反応条件としては、通常用いられている核水添用触媒、例えば、ニッケル、酸化ニッケル、ニッケル／けいそう土、ラネーニッケル、ニッケル／銅、白金、酸化白金、白金/活性炭、白金／ロジウム、白金／アルミナ等の存在下に、温度１００〜３００℃
、水素圧１〜１０ＭＰａから適宜選定された条件で行うとよい。
Specifically, the cycloaliphatic hydrocarbon used in the present invention is a petroleum distillate having a boiling point range of 110 to 280 ° C. containing aromatic hydrocarbon of 7 to 14 carbon atoms in an amount of 90% by volume or more, preferably 95% by volume. It can be obtained by performing nuclear hydrogenation (nuclear hydrogenation) of aromatic hydrocarbons by the method disclosed in Japanese Patent Application Laid-Open No. 2006-96786 using the components as raw materials. This raw oil fraction can be easily obtained by cutting the reformed fraction obtained by the naphtha catalytic reforming reaction within the above boiling range by precision distillation. The reaction conditions for nuclear hydrogenation (nuclear hydrogenation) of aromatic components include commonly used nuclear hydrogenation catalysts such as nickel, nickel oxide, nickel / diatomaceous earth, Raney nickel, nickel / copper, and platinum. In the presence of platinum oxide, platinum / activated carbon, platinum / rhodium, platinum / alumina, etc., the temperature is 100 to 300 ° C.
The hydrogen pressure may be appropriately selected from 1 to 10 MPa.
上記核水添反応より得られる水素化生成油は、炭素数７〜１４の環状脂肪族炭化水素であり、具体的には、メチルシクロヘキサン、ジメチルシクロヘキサン、トリメチルシクロヘキサン、ジエチルシクロヘキサン、メチルプロピルシクロヘキサン、メチルイソプロピルシクロヘキサン、ヘキサメチルシクロヘキサン等のアルキルシクロヘキサンや、デカリン、メチルデカリン、ジメチルデカリン、エチルデカリン、テトラメチルデカリン等のアルキルデカリンを主成分とするものである。前記核水添反応より得られる環状脂肪族炭化水素は、分留して沸点範囲を限定して用いても、さらに精密蒸留により単独の化合物として用いても構わない。 The hydrogenated oil obtained from the nuclear hydrogenation reaction is a cyclic aliphatic hydrocarbon having 7 to 14 carbon atoms, specifically, methylcyclohexane, dimethylcyclohexane, trimethylcyclohexane, diethylcyclohexane, methylpropylcyclohexane, methyl The main component is alkylcyclohexane such as isopropylcyclohexane and hexamethylcyclohexane, and alkyldecalin such as decalin, methyldecalin, dimethyldecalin, ethyldecalin and tetramethyldecalin. The cyclic aliphatic hydrocarbon obtained from the nuclear hydrogenation reaction may be used by fractional distillation to limit the boiling range, or may be used as a single compound by precision distillation.
環状脂肪族炭化水素として、たとえば、トルエンやキシレンの芳香族炭化水素の代替などとして市販されているナフテン系溶剤のメチルシクロヘキサン（ＭＣＨ）は、トルエン、キシレンに比較し、溶解力の不足に加え、用途によっては、乾燥性が速すぎるといった欠点があるが、沸点範囲が１００〜２５５℃のナフテン系炭化水素に極性溶剤を組合せることで、溶解力の向上と同時に、トルエン及びキシレンの乾燥性と同等にすることができ、トルエン及びキシレンの代替としては特に好ましい。 As cycloaliphatic hydrocarbons, for example, methylcyclohexane (MCH), a naphthenic solvent that is commercially available as an alternative to aromatic hydrocarbons of toluene and xylene, has insufficient solubility compared to toluene and xylene. Depending on the application, there is a drawback that the drying property is too fast. By combining a polar solvent with a naphthenic hydrocarbon having a boiling point range of 100 to 255 ° C., the solubility is improved and the drying property of toluene and xylene is improved. It can be equivalent and is particularly preferred as an alternative to toluene and xylene.
本発明の溶剤組成物において、環状脂肪族炭化水素の含有量は、溶剤の乾燥性や粘性の観点から、通常５０〜９０容量％、好ましくは６０〜９０容量％、より好ましくは６０〜８５容量％の範囲である。 In the solvent composition of the present invention, the cycloaliphatic hydrocarbon content is usually 50 to 90% by volume, preferably 60 to 90% by volume, more preferably 60 to 85% by volume, from the viewpoints of drying property and viscosity of the solvent. % Range.
極性溶剤
本発明に係る極性溶剤としては、極性基を有する溶剤であれば特に限定されるものではないが、エステル類、ケトン類およびアルコール類よりなる群から選択される１種以上の極性溶剤が好適に用いられる。
Polar Solvent The polar solvent according to the present invention is not particularly limited as long as it is a solvent having a polar group, but one or more polar solvents selected from the group consisting of esters, ketones and alcohols are included. Preferably used.
エステル類、ケトン類及びアルコール類の群から選択される極性溶剤としては、入手の容易性及び価格の面から以下のものが好ましいものとして挙げられる。エステル類としては、酢酸エチル、酢酸n-ブチル、酢酸n-プロピル、酢酸n-アミル、３−メチル−３−メトキシブタチルアセテートが例示でき、中でも酢酸エチル、酢酸n-ブチルが好ましく使用できる。ケトン類としては、メチルエチルケトン、メチルイソブチルケトン、ジイソブチルケトンが例示でき、中でもメチルエチルケトン、メチルイソブチルケトンが好ましく使用できる。また、アルコール類からは、イソプロピルアルコール、ノルマルブタノール、ノルマルプロピルアルコール、イソブタノール、３−メチル−３−メトキシブタノールが例示でき、中でもイソプロピルアルコール、ノルマルブタノールが好ましく使用できる。こ
れらの極性溶剤は、１種単独で用いてもよく、２種以上組み合わせて用いてもよい。
As the polar solvent selected from the group of esters, ketones and alcohols, the following are preferable from the viewpoint of availability and price. Examples of the esters include ethyl acetate, n-butyl acetate, n-propyl acetate, n-amyl acetate, and 3-methyl-3-methoxybutylacetate. Among them, ethyl acetate and n-butyl acetate are preferably used. Examples of ketones include methyl ethyl ketone, methyl isobutyl ketone, and diisobutyl ketone. Among them, methyl ethyl ketone and methyl isobutyl ketone are preferably used. Examples of alcohols include isopropyl alcohol, normal butanol, normal propyl alcohol, isobutanol, and 3-methyl-3-methoxybutanol. Among them, isopropyl alcohol and normal butanol can be preferably used. These polar solvents may be used alone or in combination of two or more.
ここで使用する極性溶剤の沸点は、溶剤組成物を構成する環状脂肪族炭化水素の沸点に近い極性溶剤を選択することが、溶剤としての実用性能の点から特に好ましい。このため、特に限定されるものではないが、極性溶剤の沸点は、好ましくは５０〜２００℃程度の範囲であることが望ましい。 As the boiling point of the polar solvent used here, it is particularly preferable from the viewpoint of practical performance as a solvent to select a polar solvent close to the boiling point of the cyclic aliphatic hydrocarbon constituting the solvent composition. For this reason, although it does not specifically limit, The boiling point of a polar solvent becomes like this. Preferably it is the range of about 50-200 degreeC.
本発明で用いる極性溶剤は、溶解力の尺度であるカウリブタノール価（ＫＢ）が、７０〜２７０の範囲であることが好ましい。カウリブタノール価が７０未満である極性溶剤を使用しても、溶剤組成物の溶解性向上への寄与が小さい。このカウリブタノール価は、ＡＳＴＭ Ｄ１１３３に準拠した方法で測定されたものである。また、別の溶解性の指標と
して溶解能パラメーター（ＳＰ）も知られているが、本発明で用いる極性溶媒は、ＳＰでは８〜１３（ＭＰａ）1/2であることが好ましい。
The polar solvent used in the present invention preferably has a Kauributanol number (KB), which is a measure of the dissolving power, in the range of 70 to 270. Even if a polar solvent having a Kauributanol value of less than 70 is used, the contribution to improving the solubility of the solvent composition is small. This Kauri-butanol value is measured by a method based on ASTM D1133. The solubility parameter (SP) is also known as another solubility index, but the polar solvent used in the present invention is preferably 8 to 13 (MPa) 1/2 in SP.
本発明の溶剤組成物において、極性溶剤の含有量は、１０〜５０容量％、好ましくは１０〜４０容量％、より好ましくは１５〜４０容量％である。１０容量％未満では、極性溶剤添加による溶解力の増強効果が発揮せず、５０重量％を超えると、溶剤組成物の粘度が上昇するばかりでなく、相対的にコストアップとなるため経済面からも好ましくない。 In the solvent composition of the present invention, the content of the polar solvent is 10 to 50% by volume, preferably 10 to 40% by volume, more preferably 15 to 40% by volume. If the amount is less than 10% by volume, the effect of enhancing the dissolving power due to the addition of the polar solvent cannot be exerted. If the amount exceeds 50% by weight, not only the viscosity of the solvent composition increases, but also the cost increases relatively. Is also not preferred.
鎖状脂肪族炭化水素
本発明の溶剤組成物は、環状脂肪族炭化水素および極性溶剤とともに、鎖状脂肪族炭化水素を含有していてもよい。本発明の溶剤組成物に含まれてもよい鎖状脂肪族炭化水素としては、環状脂肪族炭化水素と同様の理由により、沸点が１００〜２５５℃、好ましくは１１０〜２４０℃程度のものが挙げられる。
Chain aliphatic hydrocarbon The solvent composition of the present invention may contain a chain aliphatic hydrocarbon together with a cyclic aliphatic hydrocarbon and a polar solvent. Examples of the chain aliphatic hydrocarbon that may be contained in the solvent composition of the present invention include those having a boiling point of about 100 to 255 ° C., preferably about 110 to 240 ° C., for the same reason as the cyclic aliphatic hydrocarbon. It is done.
本発明の溶剤組成物において、鎖状脂肪族炭化水素の含有量は、溶解力の観点から１０容量％未満、好ましくは５容量％未満、特に好ましくは３容量％未満であることが望ましい。 In the solvent composition of the present invention, the chain aliphatic hydrocarbon content is desirably less than 10% by volume, preferably less than 5% by volume, and particularly preferably less than 3% by volume from the viewpoint of dissolving power.
溶剤組成物
本発明の溶剤組成物は、環状脂肪族炭化水素を５０〜９０容量％、極性溶剤を１０〜５０容量％含み、鎖状脂肪族炭化水素含有量が１０容量％未満、芳香族炭化水素含有量が０．１容量％未満である。本発明の溶剤組成物において、芳香族炭化水素は、人体に対する安全性の観点や各種規制から含有しないことが好ましく、含有量は０．１容量％未満、特には０．０５容量％未満である。ここで、溶剤組成物あるいはその調製原料の炭化水素組成（容量％）は、ＪＩＳ Ｋ２５３６に準拠して測定して求めることができる。
Solvent composition The solvent composition of the present invention comprises 50 to 90% by volume of cyclic aliphatic hydrocarbon, 10 to 50% by volume of polar solvent, the content of chain aliphatic hydrocarbon is less than 10% by volume, and aromatic carbonization. The hydrogen content is less than 0.1% by volume. In the solvent composition of the present invention, the aromatic hydrocarbon is preferably not contained from the viewpoint of safety to human bodies and various regulations, and the content is less than 0.1% by volume, particularly less than 0.05% by volume. . Here, the hydrocarbon composition (volume%) of the solvent composition or its preparation raw material can be determined by measuring in accordance with JIS K2536.
本発明の溶剤組成物は、混合アニリン点（ＭＡＰ）が３０〜５０℃、好ましくは３５〜５０℃である。溶剤組成物の混合アニリン点が５０℃を越えると、塗料やインクに対する溶解力が不足するため好ましくない。また、３０℃未満であると、極性溶剤の含有量が増加するため、溶剤組成物の粘度が上昇するばかりでなく、相対的にコストアップとなるため経済面からも好ましくない。ここで、混合アニリン点は、溶解度の尺度であって、ＪＩＳ Ｋ２２６５により測定される。 The solvent composition of the present invention has a mixed aniline point (MAP) of 30 to 50 ° C, preferably 35 to 50 ° C. If the mixed aniline point of the solvent composition exceeds 50 ° C., it is not preferable because the dissolving power for paint and ink is insufficient. On the other hand, when the temperature is lower than 30 ° C., the content of the polar solvent increases, so that not only the viscosity of the solvent composition increases, but also the cost increases relatively, which is not preferable from the economical viewpoint. Here, the mixed aniline point is a measure of solubility and is measured according to JIS K2265.
本発明の溶剤組成物は、従来のナフテン系溶剤に比べて溶解性が高く、塗料用溶剤をはじめとして、インク、接着剤等の溶剤および金属部品、精密機器等の洗浄剤に幅広く用いることができ、特に、塗料、接着剤、粘着剤、インクまたは離型剤の溶剤として好適に使用することができる。 The solvent composition of the present invention has higher solubility than conventional naphthenic solvents, and can be used widely in solvents for paints, solvents such as inks, adhesives, and cleaning agents for metal parts, precision equipment, and the like. In particular, it can be suitably used as a solvent for paints, adhesives, pressure-sensitive adhesives, inks or release agents.
実施例
以下、実施例に基づいて本発明をさらに具体的に説明するが、本発明はこれらの実施例に限定されるものではない。
EXAMPLES Hereinafter, the present invention will be described more specifically based on examples, but the present invention is not limited to these examples.
以下の実施例および比較例において使用した各成分は以下のとおりである。
・脂肪族炭化水素溶剤Ａ、Ｂ
脂肪族炭化水素溶剤Ａ、Ｂは次のようにして調製した。
Each component used in the following examples and comparative examples is as follows.
・ Aliphatic hydrocarbon solvents A and B
Aliphatic hydrocarbon solvents A and B were prepared as follows.
炭素数７〜１０の芳香族炭化水素９８容量％を含む石油留分（沸点１１１〜１６１℃）を、ニッケル触媒下、水素圧力２ＭＰａ、２４０℃にて反応させ反応生成物を得た。反応生成物中の炭化水素組成をＪＩＳ Ｋ２５３６に準拠して測定した結果、環状脂肪族炭化水素９９．０容量％、鎖状脂肪族炭化水素０．９５容量％、芳香族炭化水素０．０５容量％であった。これを蒸留により分留し、軽質分より脂肪族炭化水素溶剤Ａ（炭素数７〜９、アニリン点４８℃、沸点１０９〜１３６℃）を、重質分より脂肪族炭化水素溶剤Ｂ（炭素数９〜１０、アニリン点４７℃、沸点１４３〜１６１℃）をそれぞれ得た。 A petroleum fraction (boiling point 111 to 161 ° C.) containing 98% by volume of aromatic hydrocarbon having 7 to 10 carbon atoms was reacted under a nickel catalyst at a hydrogen pressure of 2 MPa and 240 ° C. to obtain a reaction product. As a result of measuring the hydrocarbon composition in the reaction product according to JIS K2536, 99.0 vol% of cyclic aliphatic hydrocarbons, 0.95 vol% of chain aliphatic hydrocarbons, and 0.05 vol% of aromatic hydrocarbons %Met. This was fractionated by distillation, and the aliphatic hydrocarbon solvent A (carbon number 7-9, aniline point 48 ° C., boiling point 109-136 ° C.) was determined from the light component, and aliphatic hydrocarbon solvent B (carbon number) was determined from the heavy component. 9 to 10, aniline point 47 ° C., boiling point 143 to 161 ° C.).
・その他の脂肪族炭化水素
上記脂肪族炭化水素溶剤Ａ、Ｂ以外の脂肪族炭化水素としては下記のものを使用した。１）デカリン（試薬：東京化成製、アニリン点３４℃、沸点１９０℃）
２）メチルシクロヘキサン（ＭＣＨ）（試薬：東京化成製、アニリン点３９℃、沸点１０１℃）
３）ｎ−デカン（試薬：東京化成製、アニリン点７７℃、沸点１６９〜１７３℃）
・極性溶剤
極性溶剤としては下記のものを使用した。
１）イソプロパノール（ＩＰＡ）（試薬：東京化成製、ＫＢ：２３３、沸点８２℃）
２）ｎ−ブタノール（試薬：東京化成製、ＫＢ：２３８、沸点１１８℃）
３）酢酸エチル（試薬：東京化成製、ＫＢ：１１０、沸点７７℃）
４）酢酸ｎ−ブチル（試薬：東京化成製、ＫＢ：８０、沸点１２６℃）
５）メチルイソブチルケトン（ＭＩＢＫ）（試薬：東京化成製、ＫＢ：７５、沸点１２８℃）
・その他成分
１）トルエン（試薬：東京化成製、沸点１１０℃）
２）キシレン（試薬：東京化成製、沸点１３４℃）
以下の実施例および比較例において、各性状の測定あるいは評価方法は以下のとおりである。
Other aliphatic hydrocarbons As the aliphatic hydrocarbons other than the above aliphatic hydrocarbon solvents A and B, the following were used. 1) Decalin (reagent: manufactured by Tokyo Chemical Industry, aniline point 34 ° C, boiling point 190 ° C)
2) Methylcyclohexane (MCH) (reagent: manufactured by Tokyo Chemical Industry, aniline point 39 ° C., boiling point 101 ° C.)
3) n-decane (reagent: manufactured by Tokyo Chemical Industry, aniline point 77 ° C., boiling point 169 to 173 ° C.)
-Polar solvent The following were used as polar solvents.
1) Isopropanol (IPA) (reagent: manufactured by Tokyo Chemical Industry, KB: 233, boiling point 82 ° C.)
2) n-butanol (reagent: manufactured by Tokyo Chemical Industry, KB: 238, boiling point 118 ° C.)
3) Ethyl acetate (reagent: manufactured by Tokyo Chemical Industry, KB: 110, boiling point 77 ° C.)
4) n-butyl acetate (reagent: manufactured by Tokyo Chemical Industry, KB: 80, boiling point: 126 ° C.)
5) Methyl isobutyl ketone (MIBK) (reagent: manufactured by Tokyo Chemical Industry, KB: 75, boiling point 128 ° C.)
Other components 1) Toluene (Reagent: manufactured by Tokyo Chemical Industry, boiling point 110 ° C.)
2) Xylene (reagent: manufactured by Tokyo Chemical Industry, boiling point 134 ° C)
In the following examples and comparative examples, the methods for measuring or evaluating each property are as follows.
・引火点：ＪＩＳ Ｋ２２６５
・硫黄分：ＪＩＳ Ｋ２５４１−６
・窒素分：ＪＩＳ Ｋ２６０９
・蒸留性状（沸点）：ＪＩＳ Ｋ２２５４
・アニリン点及び混合アニリン点：ＪＩＳ Ｋ２２５６
・カウリブタノール価：ＡＳＴＭ Ｄ１１３３
・蒸発速度比の測定：蒸発速度比の測定は以下に示す手順の試験法にて行った。
（１）断面積２０ｃｍ2の１００ｍＬのビーカーに溶剤５０ｍＬを採取する。
（２）これを８０℃の高温槽（防爆型）に入れて１時間静置し、単位時間、単位面積当たりの溶剤の蒸発量ＶSを測定した。
（３）上記測定をトルエン（試薬：東京化成製）にて行いトルエンの単位時間、単位面積当たりの溶剤の蒸発量ＶTを測定した。
（４）上記により測定したＶS及びＶTより、トルエンの蒸発速度に対する各溶剤の蒸発速度比ＶS／ＶTを算出した。
-Flash point: JIS K2265
・ Sulfur content: JIS K2541-6
・ Nitrogen content: JIS K2609
Distillation property (boiling point): JIS K2254
-Aniline point and mixed aniline point: JIS K2256
Kauributanol value: ASTM D1133
-Measurement of evaporation rate ratio: The evaporation rate ratio was measured by the test method of the following procedure.
(1) Collect 50 mL of solvent in a 100 mL beaker with a cross-sectional area of 20 cm 2 .
(2) This was placed in a high-temperature bath (explosion-proof type) at 80 ° C. and allowed to stand for 1 hour, and the amount of solvent evaporated V S per unit time and unit area was measured.
(3) The measured toluene: unit time toluene conducted at (reagent, product of Tokyo Kasei Co., Ltd.) to measure the amount of evaporation V T of the solvent per unit area.
(4) From the V S and V T measured above, the evaporation rate ratio V S / V T of each solvent with respect to the evaporation rate of toluene was calculated.
・溶解性試験１：
合成ゴム樹脂系接着剤原体１重量部に対し、実施例、比較例の各溶剤１０重量部を加え、超音波槽に１０分間放置した後の樹脂等の溶解性について評価した。評価は、無色透明○、白濁△、一部不溶×とした。
・ Solubility test 1:
10 parts by weight of each of the solvents of Examples and Comparative Examples were added to 1 part by weight of the synthetic rubber resin adhesive base material, and the solubility of the resin and the like after being left in an ultrasonic bath for 10 minutes was evaluated. Evaluation was colorless and transparent (circle), cloudiness (triangle | delta), and partially insoluble x.
・溶解性試験２：
アルキド樹脂、顔料、ニトロセルロース及び有機溶剤（４７％）からなる塗料（ハケ塗り用ラッカー、ニッペホームプロダクツ社製）から、溶剤分の８０％を減圧下で除去した塗料原料を調製した。この塗料原料３重量部に、実施例、比較例の各溶剤２重量部を混合し、混合直後の状態及び混合２４時間後の状態を評価した。評価は均一な分散状態は○、一部沈殿を生じた場合は△、分散しない場合は×とした。
-Solubility test 2:
A coating material was prepared by removing 80% of the solvent content under reduced pressure from a coating material composed of alkyd resin, pigment, nitrocellulose and organic solvent (47%) (brush lacquer, manufactured by Nippe Home Products). 2 parts by weight of each solvent of Examples and Comparative Examples was mixed with 3 parts by weight of the coating material, and the state immediately after mixing and the state after 24 hours of mixing were evaluated. In the evaluation, a uniform dispersion state was evaluated as “◯”, a partial precipitation was evaluated as “Δ”, and a case where the dispersion was not dispersed was evaluated as “×”.
［実施例１］
環状脂肪族炭化水素であるデカリンが９０容量％、極性溶剤である酢酸エチルが１０容量％の割合となるように、これらの各成分を混合して溶剤組成物を調製した。得られた溶剤組成物について、各性状を上述のように測定あるいは評価した。結果を表１または表２に示す。
[Example 1]
These components were mixed to prepare a solvent composition so that 90% by volume of decalin, which is a cyclic aliphatic hydrocarbon, and 10% by volume of ethyl acetate, which is a polar solvent, were mixed. About the obtained solvent composition, each property was measured or evaluated as mentioned above. The results are shown in Table 1 or Table 2.
［実施例２〜１２、参考例１〜３、比較例１〜１２］
実施例１において、各成分の混合比を表１または表２に示す割合としたことの他は、実施例１と同様にして溶剤組成物を調製し、その性状を評価した。結果を表１に示す。
[Examples 2 to 12 , Reference Examples 1 to 3 , Comparative Examples 1 to 12]
In Example 1, a solvent composition was prepared in the same manner as in Example 1 except that the mixing ratio of each component was changed to the ratio shown in Table 1 or Table 2, and the properties thereof were evaluated. The results are shown in Table 1.
溶解性試験１に関する結果より、本発明の溶剤組成物は、合成ゴム系樹脂に対して高い溶解性を示すことが判る。また、溶解性試験２に関する結果より、本発明の溶剤組成物では、混合直後および混合６時間後のいずれにおいても、塗料が均一に分散した状態であって、分散性に優れることがわかり、塗料、インキなどの希釈剤として好適であることが示される。 From the results regarding the solubility test 1, it can be seen that the solvent composition of the present invention exhibits high solubility in a synthetic rubber resin. In addition, the results regarding the solubility test 2 show that the solvent composition of the present invention is in a state in which the paint is uniformly dispersed both immediately after mixing and after 6 hours of mixing, and is excellent in dispersibility. It is shown to be suitable as a diluent for ink and the like.
また、混合アニリン点の測定結果より、本発明の溶剤組成物である実施例１〜１２の溶剤組成物は、環状脂肪族炭化水素のメチルシクロヘキサンのみである比較例１の溶剤と比較して、混合アニリン点が低く、溶解性が高いことがわかる。また、蒸発速度比の測定結果から、本発明の溶剤組成物は、乾燥性においても代表的な芳香族溶剤であるトルエンおよびキシレンと同等であり、トルエン、キシレンに代替し得る、優れた溶剤であることがわかる。 In addition, from the measurement results of the mixed aniline point, the solvent compositions of Examples 1 to 12 , which are the solvent compositions of the present invention, are compared with the solvent of Comparative Example 1 which is only cycloaliphatic hydrocarbon methylcyclohexane. It can be seen that the mixed aniline point is low and the solubility is high. Further, from the measurement result of the evaporation rate ratio, the solvent composition of the present invention is equivalent to toluene and xylene, which are representative aromatic solvents, in terms of drying property, and is an excellent solvent that can be substituted for toluene and xylene. I know that there is.
本発明の溶剤組成物は、塗料用溶剤をはじめとして、インク、接着剤等の溶剤および金属部品、精密機器等の洗浄剤に幅広く用いることができ、特に、塗料、接着剤、粘着剤、インクまたは離型剤の溶剤として好適に使用することができる。 The solvent composition of the present invention can be widely used in solvents for paints, solvents for inks, adhesives, etc., and cleaning agents for metal parts, precision equipment, etc., and in particular, paints, adhesives, adhesives, inks. Or it can use suitably as a solvent of a mold release agent.
Claims (4)
前記極性溶剤が、エステル類、ケトン類およびアルコール類よりなる群から選択される１種以上からなり、
鎖状脂肪族炭化水素含有量が１０容量％未満、芳香族炭化水素含有量が０．１容量％未満であり、
トルエンに対する８０℃における蒸発速度比が０．１５〜１．０の範囲であり、かつ、
混合アニリン点が３０〜５０℃であることを特徴とする溶剤組成物。 A solvent composition containing 50 to 90% by volume of a cyclic aliphatic hydrocarbon and 10 to 50% by volume of a polar solvent,
The polar solvent comprises at least one selected from the group consisting of esters, ketones and alcohols;
The chain aliphatic hydrocarbon content is less than 10% by volume, the aromatic hydrocarbon content is less than 0.1% by volume,
The evaporation rate ratio at 80 ° C. to toluene is in the range of 0.15 to 1.0, and
A solvent composition having a mixed aniline point of 30 to 50 ° C.
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