JP5225671B2 - 液体消臭剤 - Google Patents
液体消臭剤 Download PDFInfo
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- JP5225671B2 JP5225671B2 JP2007334641A JP2007334641A JP5225671B2 JP 5225671 B2 JP5225671 B2 JP 5225671B2 JP 2007334641 A JP2007334641 A JP 2007334641A JP 2007334641 A JP2007334641 A JP 2007334641A JP 5225671 B2 JP5225671 B2 JP 5225671B2
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- liquid deodorant
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- 239000002781 deodorant agent Substances 0.000 title claims description 46
- 239000007788 liquid Substances 0.000 title claims description 45
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol group Chemical group OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 32
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
- 230000001877 deodorizing effect Effects 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- CJCXKMLGWBVDGS-UHFFFAOYSA-N 2,3-dihydroxypropanoyl 2,3-dihydroxypropanoate Chemical compound OCC(O)C(=O)OC(=O)C(O)CO CJCXKMLGWBVDGS-UHFFFAOYSA-N 0.000 claims description 13
- 239000007864 aqueous solution Substances 0.000 claims description 13
- 235000011187 glycerol Nutrition 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 238000009833 condensation Methods 0.000 claims description 11
- 230000005494 condensation Effects 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 9
- 238000005507 spraying Methods 0.000 claims description 9
- 239000004753 textile Substances 0.000 claims description 9
- -1 linear Chemical compound 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 16
- 235000019645 odor Nutrition 0.000 description 15
- 239000000047 product Substances 0.000 description 13
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 239000002253 acid Substances 0.000 description 10
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- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 6
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- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 238000004332 deodorization Methods 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- XYHKNCXZYYTLRG-UHFFFAOYSA-N 1h-imidazole-2-carbaldehyde Chemical compound O=CC1=NC=CN1 XYHKNCXZYYTLRG-UHFFFAOYSA-N 0.000 description 5
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- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 4
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- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 4
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- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 3
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000010979 pH adjustment Methods 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
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- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- XPVIQPQOGTVMSU-UHFFFAOYSA-N (4-acetamidophenyl)arsenic Chemical compound CC(=O)NC1=CC=C([As])C=C1 XPVIQPQOGTVMSU-UHFFFAOYSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- QSHKDIHEZKCYDU-UHFFFAOYSA-N 1,5-dimethylcyclohexa-2,4-diene-1-sulfonic acid Chemical compound C1(CC(=CC=C1)C)(C)S(=O)(=O)O QSHKDIHEZKCYDU-UHFFFAOYSA-N 0.000 description 1
- GBXRUYNQDDTQQS-UHFFFAOYSA-N 1-O-dodecylglycerol Chemical compound CCCCCCCCCCCCOCC(O)CO GBXRUYNQDDTQQS-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- SFRDXVJWXWOTEW-UHFFFAOYSA-N 2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)CO SFRDXVJWXWOTEW-UHFFFAOYSA-N 0.000 description 1
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- 241000894006 Bacteria Species 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
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- 229920000742 Cotton Polymers 0.000 description 1
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- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 101000583175 Homo sapiens Prolactin-inducible protein Proteins 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
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- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
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- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
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- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
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- 235000004279 alanine Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
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- 229920013640 amorphous poly alpha olefin Polymers 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- 229960002319 barbital Drugs 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
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- 229910052799 carbon Inorganic materials 0.000 description 1
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- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
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- 238000001035 drying Methods 0.000 description 1
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- 238000005187 foaming Methods 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
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- WGJJZRVGLPOKQT-UHFFFAOYSA-K lanthanum(3+);trifluoromethanesulfonate Chemical compound [La+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F WGJJZRVGLPOKQT-UHFFFAOYSA-K 0.000 description 1
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- 239000001630 malic acid Substances 0.000 description 1
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- 235000013372 meat Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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- 235000002906 tartaric acid Nutrition 0.000 description 1
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- 239000010409 thin film Substances 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
また特許文献5には特定のpH変動抑制能を有する液体消臭剤が開示されている。
(式中、Rは炭素数6〜22の脂肪族炭化水素基である。−(C3H6O2)−はグリセリン骨格であり、nはグリセリンの縮合度を示す1〜7の数である。グリセリンの縮合位置は、グリセリンが有するいずれの水酸基でも良く、直鎖型、分岐型、及び直鎖型と分岐型とのランダムな混合物を含む。)
ラウリルアルコール93.2g(0.50mol)、ランタントリフラート2.94g(0.0050mol)を300mL四つ口フラスコに入れ、窒素気流下、撹拌しながら90℃まで昇温した。次に、その温度を保持しながらグリシドール148.16g(2.0mol)を24時間で滴下し、そのまま2時間撹拌を続け、反応生成物251.5gを得た。得られた反応生成物をガスクロマトグラフィーによって分析した結果、グリシドール転化率99.9%以上、ラウリルアルコール6.0質量%、ポリグリセリンの含有量は2.2質量%であった。また得られた(ポリ)グリセリルモノラウリルエーテルのうち、グリセリンの縮合度nが3〜5のものの割合は、nが1〜7のものの合計に対して43.3質量%であった。この反応終了品を蒸留する事により、(ポリ)グリセリルモノエーテル(b−1)を得た。グリセリンの縮合度nが3〜5である化合物の比率が63質量%で、nが2以下の化合物の比率が19質量%であった。
下記配合成分を用い、表1に示す組成の液体消臭剤を調製した。なお、液体消臭剤は1N NaOHでpH8.0(25℃)に調整した。この液体消臭剤1000mlを25℃でpH10にするために必要な1N NaOH水溶液の量、及び25℃でpH6にするために必要なN/10 H2SO4水溶液の量を求めた。これらの結果を表1に示す。
・(a)成分
(a−1):(トリス)2−アミノ−2−ヒドロキシメチルプロパン−1,3−ジオール
(a−2):クエン酸
・(b)成分
(b−1):一般式(I)において、Rが炭素数12のアルキル基であって且つグリセリンの縮合度nが3〜5である化合物の比率が63質量%で、nが2以下の化合物の比率が19質量%である、合成例1で得られた(ポリ)グリセリルモノエーテル
・その他の成分
APAO:ラウリルアミノプロピルジメチルアミンオキシド
エタノール:8−アセチル化蔗糖変性エタノール
<消臭対象物の調製>
6cm×6cmの綿メリヤス布(蛍光晒)に、10ppmのイソ吉草酸水溶液をスプレーバイアル(No.6)にて0.20g付着させて、イソ吉草酸臭付着試験布を調製した。尚、イソ吉草酸は、汗の臭いの一成分として知られている。
スプレーバイアル(No.6)に表1に示す液体消臭剤を入れ、イソ吉草酸臭付着試験布に、80%owf量スプレーする。スプレー後の試験布を20℃、60%RHの恒温恒湿の環境下(縦1.9m×横4.9m×高さ2.3m)で60分間静置し、熟練した5名のパネラーで、匂いの官能評価を行った。匂いの官能評価は以下のように匂いの強さを0〜3の4段階に設定し、5名のパネラーの値の平均値を求めた。この平均値の0.3の相違は、有意な差として認識される。
0:無臭
1:かすかに臭う
2:臭いを感じる
3:強い匂いを感じる
Claims (3)
- 水分量が80〜99質量%で且つ25℃でのpHが7.5〜9.5の液体消臭剤であって、一般式(I)で表されるグリセリルモノエーテル及びポリグリセリルモノエーテル(以下(ポリ)グリセリルモノエーテルという)から選ばれる少なくとも1種を0.05〜10質量%含有し、且つ該液体消臭剤1000mlを25℃でpH10にするために必要な1N NaOH水溶液が10〜200mlであり、25℃でpH6にするために必要なN/10 H2SO4水溶液が20〜500mlである性質を有し、
R−O−(C3H6O2)n−H (I)
(式中、Rは炭素数6〜22の脂肪族炭化水素基である。−(C3H6O2)−はグリセリン骨格であり、nはグリセリンの縮合度を示す1〜7の数である。グリセリンの縮合位置は、グリセリンが有するいずれの水酸基でも良く、直鎖型、分岐型、及び直鎖型と分岐型とのランダムな混合物を含む。)
一般式(I)で表される(ポリ)グリセリルモノエーテルが、一般式(I)中のRが炭素数12及び/又は炭素数14のアルキル基で、且つグリセリンの縮合度nが3〜5である化合物の比率が40質量%以上のものである、液体消臭剤。 - 請求項1記載の液体消臭剤を消臭対象である繊維製品に噴霧することにより繊維製品を消臭する方法。
- 請求項1記載の液体消臭剤を手動式噴霧装置付き容器に充填した液体消臭剤物品。
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