JP5666146B2 - Fiber scouring agent composition - Google Patents
Fiber scouring agent composition Download PDFInfo
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- JP5666146B2 JP5666146B2 JP2010025268A JP2010025268A JP5666146B2 JP 5666146 B2 JP5666146 B2 JP 5666146B2 JP 2010025268 A JP2010025268 A JP 2010025268A JP 2010025268 A JP2010025268 A JP 2010025268A JP 5666146 B2 JP5666146 B2 JP 5666146B2
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- nonionic surfactant
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- 239000000203 mixture Substances 0.000 title claims description 76
- 238000009991 scouring Methods 0.000 title claims description 48
- 239000003795 chemical substances by application Substances 0.000 title claims description 42
- 239000000835 fiber Substances 0.000 title claims description 23
- 239000002736 nonionic surfactant Substances 0.000 claims description 68
- 125000004432 carbon atom Chemical group C* 0.000 claims description 42
- -1 propyleneoxy group Chemical group 0.000 claims description 27
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 23
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 13
- 239000003945 anionic surfactant Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000004753 textile Substances 0.000 claims 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 45
- 238000004519 manufacturing process Methods 0.000 description 43
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 40
- 150000003138 primary alcohols Chemical class 0.000 description 36
- 229920006395 saturated elastomer Polymers 0.000 description 36
- 229910052757 nitrogen Inorganic materials 0.000 description 32
- 238000007259 addition reaction Methods 0.000 description 30
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 30
- 230000032683 aging Effects 0.000 description 29
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 24
- 238000006467 substitution reaction Methods 0.000 description 24
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 20
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 19
- 238000006243 chemical reaction Methods 0.000 description 19
- 230000000052 comparative effect Effects 0.000 description 15
- 239000004310 lactic acid Substances 0.000 description 15
- 235000014655 lactic acid Nutrition 0.000 description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000005187 foaming Methods 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 8
- 238000007670 refining Methods 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 6
- 230000018044 dehydration Effects 0.000 description 6
- 238000006297 dehydration reaction Methods 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 239000004480 active ingredient Substances 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 238000000605 extraction Methods 0.000 description 5
- 239000004744 fabric Substances 0.000 description 5
- 239000003925 fat Substances 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 150000005215 alkyl ethers Chemical class 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000003892 spreading Methods 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical compound OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 description 2
- OZFLRNPZLCUVFP-UHFFFAOYSA-N 8-methylnonyl dihydrogen phosphate Chemical compound CC(C)CCCCCCCOP(O)(O)=O OZFLRNPZLCUVFP-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000001177 diphosphate Substances 0.000 description 2
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical class [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 2
- 235000011180 diphosphates Nutrition 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 150000002440 hydroxy compounds Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000001256 steam distillation Methods 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 208000012287 Prolapse Diseases 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 208000012886 Vertigo Diseases 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 239000004758 synthetic textile Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/12—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
- D06L1/14—De-sizing
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01C—CHEMICAL OR BIOLOGICAL TREATMENT OF NATURAL FILAMENTARY OR FIBROUS MATERIAL TO OBTAIN FILAMENTS OR FIBRES FOR SPINNING; CARBONISING RAGS TO RECOVER ANIMAL FIBRES
- D01C3/00—Treatment of animal material, e.g. chemical scouring of wool
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Animal Husbandry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
本発明は、木綿等の天然繊維及びポリエスエテル等の合成繊維およびこれらの混合繊維製品等の漂白、染色、仕上げ等の効果を改善するための各種夾雑物を除去する工程に用いられる繊維用の精練剤組成物に関する。 The present invention is a scouring for fibers used in the process of removing various contaminants for improving the effects of bleaching, dyeing, finishing, etc. of natural fibers such as cotton and synthetic fibers such as polyester and mixed fiber products thereof. The agent composition.
天然繊維、例えば植物繊維には樹脂、ロウ分等の、動物繊維には脂肪、コロイド物質等の、また、ポリエステル合繊布地においては、紡糸段階で添加される多量のパラフィンワックスや、アクリル酸エステル系、ポリビニルアルコール系等のサイジング剤等が夾雑物として存在し、精練工程でそれらが完全に除去されないと乾燥工程での発煙や漂白、染色、仕上げムラにつながる。 Natural fibers, such as resin, wax for plant fibers, fats, colloidal materials, etc. for animal fibers, and polyester synthetic fabrics, a large amount of paraffin wax or acrylic ester added at the spinning stage In addition, sizing agents such as polyvinyl alcohol are present as impurities, and if they are not completely removed in the scouring process, smoke, bleaching, dyeing, and finishing unevenness in the drying process are caused.
この、精練工程には、従来精練剤として、主として非イオン性界面活性剤、陰イオン性界面活性剤、これらの混合物が用いられている。例えば、非イオン性界面活性剤系の精練剤としては、アルキルフェノールや高級アルコールのプロピレンオキサイド（以下ＰＯと略）やエチレンオキサイド（以下ＥＯと略）付加物が知られており、具体的には、特許文献１、２には、それぞれ特定の芳香族及び脂肪族アルコールのＥＯ・ＰＯ・ＥＯのトリブロック付加物が、特許文献３には特定のアルコールのＰＯ・ＥＯ・ＰＯのトリブロック付加物が開示されている。これらはいずれも低泡性、高浸透性を目的としている。また、特許文献４には特定のアルコールをＥＯ、ＰＯにてランダム付加した後、ＥＯを付加した非イオン性界面活性剤と陰イオン性界面活性剤を特定の比率で併用した精練剤組成物が開示されたおり、高濃度あるいは低温での粘度が低いことが記載されている。 In this scouring step, conventionally, nonionic surfactants, anionic surfactants, and mixtures thereof are mainly used as scouring agents. For example, as nonionic surfactant-based scouring agents, propylene oxide (hereinafter abbreviated as PO) and ethylene oxide (hereinafter abbreviated as EO) adducts of alkylphenols and higher alcohols are known. Specifically, Patent Documents 1 and 2 each include an EO / PO / EO triblock adduct of a specific aromatic and aliphatic alcohol, and Patent Document 3 includes a PO / EO / PO triblock adduct of a specific alcohol. It is disclosed. These are all aimed at low foaming and high permeability. Patent Document 4 discloses a scouring agent composition in which a specific alcohol is randomly added with EO and PO, and then a nonionic surfactant added with EO and an anionic surfactant are used in a specific ratio. It is disclosed that it has a low viscosity at high concentrations or low temperatures.
しかしながら、特許文献１記載のアルキルフェノールのＥＯやＰＯ付加物は、アルキルフェノール基を有するため原料の天然化の観点から好ましくなく、特許文献２や特許文献３に記載されている非イオン性界面活性剤は、低起泡性であるとされているが、高アルカリ条件下での精練性に劣る。また、特許文献４の精練剤組成物は陰イオン性界面活性剤を併用して高濃度化できるとされているが、高アルカリ条件下での精練性がなお不十分で更なる改良が望まれている。 However, EO and PO adducts of alkylphenols described in Patent Document 1 are not preferable from the viewpoint of naturalization of raw materials because they have alkylphenol groups, and the nonionic surfactants described in Patent Document 2 and Patent Document 3 are Although it is said to have low foaming property, it is inferior in scourability under high alkaline conditions. Further, the scouring agent composition of Patent Document 4 is said to be able to increase the concentration by using an anionic surfactant in combination, but the scourability under high alkaline conditions is still insufficient and further improvement is desired. ing.
即ち、高アルカリ条件下においても優れた精錬性、低起泡性を有し、且つ陰イオン性界面活性剤を併用した際に有効成分の濃縮化を可能とする精練剤組成物は未だ得られていない。 That is, a scouring agent composition that has excellent refining property and low foaming property even under high alkaline conditions and that can concentrate active ingredients when used in combination with an anionic surfactant has not yet been obtained. Not.
本発明は、（Ａ）下記一般式（１）で示される非イオン性界面活性剤〔以下、（Ａ）成分という〕を含有する繊維用精練剤組成物であって、（Ａ）成分中、一般式（１）中のＲが炭素数８〜１４の第1級直鎖飽和炭化水素基である非イオン性界面活性剤の割合が８０モル％以上である、繊維用精練剤組成物に関する。
Ｒ−Ｏ−（ＰＯ）m−（ＥＯ）n−Ｈ （１）
〔式中、Ｒは炭素数６〜２４の炭化水素基を示し、ＰＯはプロピレンオキシ基、ＥＯはエチレンオキシ基を示す。ｍはプロピレンオキシ基の平均付加モル数であり、０．５〜５の数である。ｎはエチレンオキシ基の平均付加モル数であり、３〜３０の数である。なお、（ＰＯ）m、（ＥＯ）nはこの順にブロック結合している。〕
The present invention is a fiber scouring agent composition containing (A) a nonionic surfactant represented by the following general formula (1) [hereinafter referred to as component (A)], wherein (A) component: The present invention relates to a fiber scouring agent composition in which R in the general formula (1) is a primary linear saturated hydrocarbon group having 8 to 14 carbon atoms and the proportion of the nonionic surfactant is 80 mol% or more.
R—O— (PO) m — (EO) n —H (1)
[Wherein R represents a hydrocarbon group having 6 to 24 carbon atoms, PO represents a propyleneoxy group, and EO represents an ethyleneoxy group. m is the average number of added moles of propyleneoxy groups, and is a number from 0.5 to 5. n is the average addition mole number of ethyleneoxy group, and is a number of 3-30. Note that (PO) m and (EO) n are block-coupled in this order. ]
本発明によれば、高アルカリ条件下においても優れた精錬性、低起泡性を有し、且つ陰イオン性界面活性剤を併用した際に有効成分の濃縮化を可能とする精練剤組成物が提供される。 According to the present invention, a scouring agent composition having excellent refining property and low foaming property even under high alkaline conditions, and capable of concentrating active ingredients when used in combination with an anionic surfactant. Is provided.
本発明の（Ａ）成分は、上記一般式（１）で表されるポリオキシアルキレン型の非イオン性界面活性剤であり、本発明では（Ａ）成分中、一般式（１）中のＲが炭素数８〜１４の第１級直鎖飽和炭化水素基である非イオン性界面活性剤の割合が８０モル％以上である。一般式（１）中、Ｒは炭素数６〜２４、好ましくは炭素数８〜１８の炭化水素基を示す。該炭化水素基としては、直鎖又は分岐鎖のアルキル基、直鎖又は分岐鎖のアルケニル基、アルキル基又はアルケニル基が置換していても良い芳香族炭化水素基等が挙げられるが、高アルカリ条件下での精錬性の観点、並びに環境安全性の観点から、直鎖又は分岐鎖のアルキル基、及び直鎖又は分岐鎖のアルケニル基から選ばれる基が好ましく、直鎖アルキル基、及び直鎖アルケニル基から選ばれる基がより好ましく、特に直鎖アルキル基が好ましい。環境安全性の観点より、オクチルアルコール、デシルアルコール、ラウリルアルコール、ミリスチルアルコール等の天然系高級アルコールに由来する基が好ましい。（Ａ）成分は、Ｒの炭素数の異なる化合物を２種以上含有することが好ましい。 The component (A) of the present invention is a polyoxyalkylene type nonionic surfactant represented by the above general formula (1). In the present invention, R in the general formula (1) is included in the component (A). The ratio of the nonionic surfactant that is a primary linear saturated hydrocarbon group having 8 to 14 carbon atoms is 80 mol% or more. In the general formula (1), R represents a hydrocarbon group having 6 to 24 carbon atoms, preferably 8 to 18 carbon atoms. Examples of the hydrocarbon group include a linear or branched alkyl group, a linear or branched alkenyl group, an aromatic hydrocarbon group which may be substituted with an alkyl group or an alkenyl group, and the like. From the viewpoint of refinability under conditions and from the viewpoint of environmental safety, a group selected from a linear or branched alkyl group and a linear or branched alkenyl group is preferred, and a linear alkyl group and a linear chain are preferred. A group selected from alkenyl groups is more preferable, and a linear alkyl group is particularly preferable. From the viewpoint of environmental safety, a group derived from a natural higher alcohol such as octyl alcohol, decyl alcohol, lauryl alcohol, and myristyl alcohol is preferred. (A) It is preferable that a component contains 2 or more types of compounds from which R differs in carbon number.
本発明では、（Ａ）成分中、一般式（１）中のＲが炭素数８〜１４の第１級直鎖飽和炭化水素基である非イオン性界面活性剤の割合が８０モル％以上であるが、精練性の観点から、好ましくは９０モル％以上、より好ましくは９５モル％以上である。 In the present invention, in the component (A), the proportion of the nonionic surfactant in which R in the general formula (1) is a primary linear saturated hydrocarbon group having 8 to 14 carbon atoms is 80 mol% or more. However, from the viewpoint of scourability, it is preferably 90 mol% or more, and more preferably 95 mol% or more.
また、本発明では、高アルカリ条件での精練性の観点から、（Ａ）成分中、一般式（１）においてＲが炭素数８〜１０の第１級直鎖飽和炭化水素基である非イオン性界面活性剤の割合が５〜９５モル％、更に１０〜９０モル％、より更に２０〜８０モル％であり、且つＲが炭素数１１〜１４の第１級直鎖飽和炭化水素基である非イオン性界面活性剤の割合が５〜９５モル％、更に１０〜９０モル％、より更に２０〜８０モル％であることが好ましい。 Further, in the present invention, from the viewpoint of scourability under high alkali conditions, in the component (A), in the general formula (1), R is a primary linear saturated hydrocarbon group having 8 to 10 carbon atoms. The proportion of the surfactant is 5 to 95 mol%, further 10 to 90 mol%, more preferably 20 to 80 mol%, and R is a primary linear saturated hydrocarbon group having 11 to 14 carbon atoms. The proportion of the nonionic surfactant is preferably 5 to 95 mol%, more preferably 10 to 90 mol%, and still more preferably 20 to 80 mol%.
また、本発明では、高アルカリ条件下での精錬性および精練剤としての高濃度化の観点から、（Ａ）成分中、一般式（１）におけるＲがｎ−オクチル基である非イオン性界面活性剤の割合が５〜９５モル％、更に１０〜９０モル％、更に２５〜７５モル％、更に３０〜７０モル％であることが好ましい。同様の観点から、一般式（１）中のＲがｎ−ドデシル基である非イオン性界面活性剤の割合が５〜９５モル％、更に１０〜９０モル％、更に２５〜７５モル％、更に３０〜７０モル％であることが好ましい。更に、本発明では、高アルカリ条件下での精錬性および精練剤としての高濃度化の観点から、（Ａ）成分が一般式（１）におけるＲがｎ−オクチル基である非イオン性界面活性剤とＲがｎ−ドデシル基である非イオン性界面活性剤の両方を含むことが好ましく、それらの合計の割合が（Ａ）成分中１０〜１００モル％、更に２０〜１００モル％、更に５０〜１００モル％、更に６０〜１００モル％であることが好ましい。 In the present invention, from the viewpoint of smeltability under high alkaline conditions and high concentration as a scouring agent, in the component (A), R in the general formula (1) is an n-octyl group. It is preferable that the ratio of the activator is 5 to 95 mol%, further 10 to 90 mol%, further 25 to 75 mol%, and further 30 to 70 mol%. From the same viewpoint, the ratio of the nonionic surfactant in which R in the general formula (1) is an n-dodecyl group is 5 to 95 mol%, further 10 to 90 mol%, further 25 to 75 mol%, It is preferable that it is 30-70 mol%. Furthermore, in the present invention, from the viewpoint of smeltability under high alkaline conditions and high concentration as a scouring agent, the nonionic surface activity in which R in the general formula (1) is an n-octyl group It is preferable that both the agent and the nonionic surfactant in which R is an n-dodecyl group are contained, and the total ratio thereof is 10 to 100 mol%, further 20 to 100 mol%, and further 50 in the component (A). ˜100 mol%, more preferably 60 to 100 mol%.
また、本発明では、高アルカリ条件下での精錬性および精練剤としての高濃度化の観点から、（Ａ）成分中、一般式（１）におけるＲが炭素数９〜１０の炭化水素基である非イオン性界面活性剤の割合が０〜３０モル％、更に０〜２０モル％、更に０〜１０モル％、更に０〜５モル％であることが好ましい。同様の観点から、一般式（１）中のＲが炭素数１１〜１４の炭化水素基（但しｎ−ドデシル基を除く）である非イオン性界面活性剤の割合が０〜３０モル％、更に０〜２０モル％、更に０〜１０モル％、更に０〜５モル％であることが好ましい。 In the present invention, from the viewpoint of smeltability under high alkaline conditions and high concentration as a scouring agent, R in the general formula (1) is a hydrocarbon group having 9 to 10 carbon atoms in the component (A). It is preferable that the ratio of a certain nonionic surfactant is 0-30 mol%, Furthermore, 0-20 mol%, Furthermore, 0-10 mol%, Furthermore, 0-5 mol%. From the same viewpoint, the proportion of the nonionic surfactant in which R in the general formula (1) is a hydrocarbon group having 11 to 14 carbon atoms (excluding n-dodecyl group) is 0 to 30 mol%, It is preferably 0 to 20 mol%, more preferably 0 to 10 mol%, and further preferably 0 to 5 mol%.
（Ａ）成分を構成するポリオキシアルキレン部は、一般式（１）中のＲ側より、平均付加モル数で０．５〜５モルのＰＯ、平均付加モル数で３〜３０モルのＥＯの順にブロック付加されている。ＰＯの平均付加モル数ｍが０．５以上であれば起泡性が適切となり、５以下であれば精練性が良好となる。また、ＥＯの平均付加モル数ｎが３以上であれば精練性が良好で、２５以下であれば起泡性が適切となる。ｍは、上記起泡性及び精錬性の観点から好ましくは０．８〜４、より好ましくは１〜３である。ｎは、ｍと同様の観点から好ましくは４〜２０、より好ましくは５〜１５、更に好ましくは６〜１２である。又、Ｒ側より（ＰＯ）m、（ＥＯ）nのブロック構造とすることで、精練性、低起泡性に優れた精錬剤組成物となり得、且つ陰イオン性界面活性剤を併用した際の有効成分の濃縮化が容易になる。（Ａ）成分は、Ｒ−ＯＨ（Ｒは炭素数６〜２４の炭化水素基）で表されるアルコールの混合物であって、該混合物中、Ｒが炭素数８〜１４の直鎖飽和炭化水素基である１級アルコールの割合が８０モル％以上であるアルコール混合物に、所定量のプロピレンオキサイドとエチレンオキサイドを、この順で付加させた非イオン性界面活性剤であってもよい。 The polyoxyalkylene part constituting the component (A) is composed of 0.5 to 5 moles of PO in terms of average addition moles and 3 to 30 moles of EO in terms of average addition moles from the R side in the general formula (1). Blocks are added in order. When the average added mole number m of PO is 0.5 or more, the foaming property is appropriate, and when it is 5 or less, the scouring property is good. Further, if the average added mole number n of EO is 3 or more, the scourability is good, and if it is 25 or less, the foaming property is appropriate. m is preferably 0.8 to 4, more preferably 1 to 3, from the viewpoints of the foamability and the refinability. n is preferably 4 to 20, more preferably 5 to 15, and still more preferably 6 to 12 from the same viewpoint as m. Also, by making the block structure of (PO) m and (EO) n from the R side, a refining agent composition excellent in scouring properties and low foaming properties can be obtained, and when an anionic surfactant is used in combination. It becomes easy to concentrate the active ingredients. The component (A) is a mixture of alcohols represented by R—OH (R is a hydrocarbon group having 6 to 24 carbon atoms), and R is a linear saturated hydrocarbon having 8 to 14 carbon atoms in the mixture. A nonionic surfactant may be used in which a predetermined amount of propylene oxide and ethylene oxide are added in this order to an alcohol mixture in which the ratio of the primary alcohol as a group is 80 mol% or more.
一般式（１）の非イオン性界面活性剤は、例えば、次の製造方法により得ることができる。またこの他、次の製造方法により製造したものを混合する方法、次の製造方法に準じて、一般式（１）中のＲが特定の炭化水素基である非イオン性界面活性剤を製造したのち、Ｒが異なる炭化水素基のものと混合する方法を適用して得ることもできる。 The nonionic surfactant of general formula (1) can be obtained, for example, by the following production method. In addition, a nonionic surfactant in which R in the general formula (1) is a specific hydrocarbon group was produced according to the method of mixing the product produced by the following production method and the following production method. Thereafter, a method of mixing with a hydrocarbon group having a different R can also be applied.
加熱、冷却操作、減圧、加圧操作が可能で、原料仕込口、製品取り出し口、アルキレンオキサイド及び窒素の導入管、撹拌装置、温度計、圧力計を備えた反応器に、本発明の一般式（１）中のＲに対応したアルコール、例えば脂肪族アルコールの所定量を仕込み、次いで、固形状の水酸化カリウムあるいは水酸化ナトリウム、もしくはそれらの水溶液等の塩基触媒、または公知の酸触媒を仕込んだ後、窒素置換し、常温から１１０℃の温度範囲で減圧脱水する。次いで、８０〜１８０℃で所定量のプロピレンオキサイドとエチレンオキサイドを順に導入し、付加させる。 Heating, cooling operation, depressurization, pressurization operation are possible, and a general formula of the present invention is applied to a reactor equipped with a raw material inlet, a product outlet, an alkylene oxide and nitrogen inlet tube, a stirring device, a thermometer, and a pressure gauge. (1) A predetermined amount of an alcohol corresponding to R in FIG. 1, for example, an aliphatic alcohol, is charged, and then a basic catalyst such as solid potassium hydroxide or sodium hydroxide or an aqueous solution thereof, or a known acid catalyst is charged. After that, it is purged with nitrogen and dehydrated under reduced pressure in the temperature range from room temperature to 110 ° C. Next, a predetermined amount of propylene oxide and ethylene oxide are sequentially introduced and added at 80 to 180 ° C.
前記付加反応操作においては、所定量のプロピレンオキサイドとエチレンオキサイドを導入後、圧力が低下して一定になるまで反応を継続する操作（熟成操作）を行うことがより好ましい。更に、得られた反応粗製物に対して公知の酸、または塩基の適当量を添加して触媒を中和し、目的成分を得ることができる。なお、中和操作において、塩基吸着剤または酸吸着剤を使用して、触媒を除去することもできる。 In the addition reaction operation, it is more preferable to carry out an operation (ripening operation) for continuing the reaction until the pressure decreases and becomes constant after introducing a predetermined amount of propylene oxide and ethylene oxide. Furthermore, the target component can be obtained by adding an appropriate amount of a known acid or base to the obtained reaction crude product to neutralize the catalyst. In the neutralization operation, the catalyst can be removed using a base adsorbent or an acid adsorbent.
本発明の精練剤組成物は、（Ｂ）成分として、陰イオン性界面活性剤を含有することが好ましい。陰イオン性界面活性剤は、高アルカリ条件下での精練性向上に寄与する。（Ｂ）成分の具体例として、飽和又は不飽和脂肪酸、飽和又は不飽和アルコールの硫酸エステル、ポリオキシアルキレンアルキルサルフェート、ポリオキシアルキレンアルキルモノ及びジホスフェート、並びにこれらの塩等が挙げられる。 The scouring agent composition of the present invention preferably contains an anionic surfactant as the component (B). An anionic surfactant contributes to improvement of scourability under high alkaline conditions. Specific examples of the component (B) include saturated or unsaturated fatty acids, saturated or unsaturated alcohol sulfates, polyoxyalkylene alkyl sulfates, polyoxyalkylene alkyl mono and diphosphates, and salts thereof.
これらの中でも、ポリオキシアルキレンアルキルエーテルのリン酸エステル、ポリオキシアルキレンアルキルエーテルの硫酸エステル、具体的にはポリオキシアルキレンアルキルサルフェート、ポリオキシアルキレンアルキルモノ及びジホスフェート、及びこれらのアルカリ金属、アルカリ土類金属等の無機塩、有機塩基の塩が好ましく、中でもアルカリ金属の水酸化物、有機塩基により部分又は完全中和された塩がより好ましい。 Among these, phosphoric acid esters of polyoxyalkylene alkyl ethers, sulfuric acid esters of polyoxyalkylene alkyl ethers, specifically polyoxyalkylene alkyl sulfates, polyoxyalkylene alkyl mono- and diphosphates, and alkali metals and alkaline earths thereof. An inorganic salt such as a similar metal or a salt of an organic base is preferable, and a salt partially or completely neutralized with an alkali metal hydroxide or an organic base is more preferable.
（Ａ）成分は、そのまま本発明の精練剤組成物として用いることができる。また、本発明の精練剤組成物は、（Ａ）成分を１０〜１００質量％、更に２０〜１００質量％さらに３０〜１００質量％含有する組成物であってもよい。 The component (A) can be used as it is as the scouring agent composition of the present invention. Further, the scouring agent composition of the present invention may be a composition containing 10 to 100% by mass, more preferably 20 to 100% by mass and further 30 to 100% by mass of the component (A).
本発明の精練剤組成物が（Ａ）成分と（Ｂ）成分とを含有する場合、（Ａ）成分の組成物中の含有量は１０〜８０質量％、更に１５〜７０質量％が好ましく、また、（Ｂ）成分の組成物中の含有量は０．５〜５０質量％、更に３〜４０質量％、より更に５〜３０質量％が好ましい。その場合、（Ａ）成分と（Ｂ）成分の含有量の合計は、組成物中、２５〜１００質量％、更に５０〜１００質量％が好ましく、特に５５〜１００質量％であることが好ましい。 When the scouring agent composition of the present invention contains the component (A) and the component (B), the content of the component (A) in the composition is preferably 10 to 80% by mass, more preferably 15 to 70% by mass, Moreover, content in the composition of (B) component is 0.5-50 mass%, Furthermore, 3-40 mass%, Furthermore, 5-30 mass% is preferable. In that case, the total content of the component (A) and the component (B) is preferably 25 to 100% by mass, more preferably 50 to 100% by mass, and particularly preferably 55 to 100% by mass in the composition.
本発明の精練剤組成物は、水を含有していても良い。含有量は０〜７５質量％が好ましい。従来の精練剤は、水以外の有効成分の濃度が１５〜５０質量％程度の水溶液として流通しているが、本発明では、より有効成分濃度を高くした場合でも低粘度であるため、操作性を損なわずにコンパクト化できる。よって水の含有量は、５０質量％以下が好ましく、４５質量％以下が特に好ましい。 The scouring agent composition of the present invention may contain water. The content is preferably 0 to 75% by mass. Conventional scouring agents are distributed as an aqueous solution having an active ingredient concentration other than water of about 15 to 50% by mass. However, in the present invention, even when the active ingredient concentration is increased, the viscosity is low, so that the operability is improved. It can be made compact without compromising. Therefore, the water content is preferably 50% by mass or less, and particularly preferably 45% by mass or less.
本発明の精練剤組成物は、低起泡性であるため、液流染色機、高温高圧染色機など、泡の発生に注意する必要がある精練に対しても好適である。 Since the scouring agent composition of the present invention has a low foaming property, it is also suitable for scouring that requires attention to the generation of bubbles, such as a liquid dyeing machine and a high-temperature high-pressure dyeing machine.
また、本発明の精練剤組成物には、必要に応じて、ポリオキシエチレンアルキルエーテルなどの他の非イオン性界面活性剤、エチレンジアミンテトラ酢酸（ＥＤＴＡ）、ニトリロトリ酢酸（ＮＴＡ）、ポリ（メタ）アクリル酸、（メタ）アクリル酸・マレイン酸共重合物などのキレート分散剤、ソーダ灰、苛性ソーダなどのアルカリビルダー及びポリオキシアルキレンエーテル系、シリコーンオイル系、鉱物油系などの消泡剤、などの薬剤を混合又は併用することができる。 Further, the scouring agent composition of the present invention may contain other nonionic surfactants such as polyoxyethylene alkyl ether, ethylenediaminetetraacetic acid (EDTA), nitrilotriacetic acid (NTA), poly (meth), if necessary. Chelating dispersants such as acrylic acid, (meth) acrylic acid / maleic acid copolymer, alkali builders such as soda ash and caustic soda, and antifoaming agents such as polyoxyalkylene ethers, silicone oils, mineral oils, etc. Drugs can be mixed or used together.
本発明の精練剤組成物は、有効分濃度、すなわち、（Ａ）成分濃度又は（Ａ）成分と（Ｂ）成分の合計濃度が０．１〜１０ｇ／Ｌ、必要によりアルカリビルダーを０．２〜５ｇ／Ｌ、キレート剤を０．０５〜５ｇ／Ｌとなるよう、布に含まれる汚れに合わせて、通常精錬工程で用いられる水及び／又はその他の溶媒で希釈して用いられる。 The scouring agent composition of the present invention has an effective component concentration, that is, the concentration of the component (A) or the total concentration of the component (A) and the component (B) is 0.1 to 10 g / L. It is used by diluting with water and / or other solvents usually used in the refining process in accordance with the soil contained in the cloth so that it becomes ˜5 g / L and the chelating agent becomes 0.05˜5 g / L.
本発明の精練剤組成物は、綿、麻、羊毛などの天然繊維、ポリエステル、ナイロン、レーヨン、トリアセテートなどの化合織繊維およびこれらの混紡交織繊維に適用出来る。精練方法は通常のバッチ処理、連続処理いずれでもよく、精練温度は繊維の種類にもよるが、通常室温〜１４０℃、好ましくは５０〜１３０℃である。 The scouring agent composition of the present invention can be applied to natural fibers such as cotton, hemp, and wool, synthetic woven fibers such as polyester, nylon, rayon, and triacetate, and their mixed spun woven fibers. The scouring method may be either normal batch processing or continuous processing, and the scouring temperature is usually room temperature to 140 ° C., preferably 50 to 130 ° C., depending on the type of fiber.
以下に実施例、比較例に用いた非イオン性界面活性剤の製造例及び比較製造例を示す（「非イオン性界面活性剤（１４）」及び「ポリオキシエチレン（平均付加モル数２．０）ラウリルエーテル硫酸・Ｎａ塩」も便宜的にそれぞれ比較製造例６、製造例９として示した）。以下において、「Ｃｐ」は、炭素数ｐの直鎖１級飽和炭化水素基を意味し、「Ｃｐ−ＯＨ」は、炭素数ｐの直鎖飽和炭化水素基を有する１級アルコールを示す。 The production examples and comparative production examples of nonionic surfactants used in Examples and Comparative Examples are shown below ("Nonionic surfactant (14)" and "Polyoxyethylene (average added mole number 2.0 ) Lauryl ether sulfate / Na salt "is also shown as Comparative Production Example 6 and Production Example 9 for convenience). In the following, “Cp” means a linear primary saturated hydrocarbon group having carbon number p, and “Cp—OH” indicates a primary alcohol having a linear saturated hydrocarbon group having carbon number p.
製造例１：非イオン性界面活性剤（１）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕６５．１ｇ、及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕９３．２ｇの混合アルコール（Ｃ８−ＯＨ／Ｃ１２−ＯＨ＝５０／５０（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ（絶対圧）にて３０分間脱水を行った後、窒素置換を行った。
Production Example 1: Production of Nonionic Surfactant (1) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao Co., Ltd.] 65.1 g and a linear saturated primary alcohol having 12 carbon atoms [trade name: Calcoal 2098, manufactured by Kao Corporation] 93.2 g of mixed alcohol (C8-OH / C12-OH = 50 / 50 (molar ratio)) and 1.1 g of potassium hydroxide were charged, dehydration was performed at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then nitrogen substitution was performed.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド３０８．４ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、本発明の非イオン性界面活性剤（１）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２＝５０／５０（モル比）、ｍ＝２．５、ｎ＝７］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 308.4 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., and then 1.8 g of lactic acid was added to the autoclave, stirred at 80 ° C. for 30 minutes, then extracted, and the nonionic surfactant (1) [general formula ( In 1), R: C8 / C12 = 50/50 (molar ratio), m = 2.5, n = 7] was obtained.
製造例２：非イオン性界面活性剤（２）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕６５．１ｇ、及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕９３．２ｇの混合アルコール（Ｃ８−ＯＨ／Ｃ１２−ＯＨ＝５０／５０（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ（絶対圧）にて３０分間脱水を行った後、窒素置換を行った。
Production Example 2: Production of Nonionic Surfactant (2) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao Co., Ltd.] 65.1 g and a linear saturated primary alcohol having 12 carbon atoms [trade name: Calcoal 2098, manufactured by Kao Corporation] 93.2 g of mixed alcohol (C8-OH / C12-OH = 50 / 50 (molar ratio)) and 1.1 g of potassium hydroxide were charged, dehydration was performed at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then nitrogen substitution was performed.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド６６０．８ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、本発明の非イオン性界面活性剤（２）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２＝５０／５０（モル比）、ｍ＝２．５、ｎ＝１５］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Subsequently, the temperature was raised to 150 ° C., 660.8 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred for 30 minutes at 80 ° C., then extracted, and the nonionic surfactant (2) [general formula ( In 1), R: C8 / C12 = 50/50 (molar ratio), m = 2.5, n = 15] was obtained.
製造例３：非イオン性界面活性剤（３）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕３２．６ｇ、及び炭素数１０の直鎖飽和１級アルコール〔商品名：カルコール１０９８、花王（株）製〕３９．６ｇ、及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕４６．６ｇ、及び炭素数１４の直鎖飽和１級アルコール〔商品名：カルコール４０９８、花王（株）製〕５３．６ｇの混合アルコール（Ｃ８−ＯＨ／Ｃ１０−ＯＨ／Ｃ１２−ＯＨ／Ｃ１４−ＯＨ＝２５／２５／２５／２５（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ（絶対圧）にて３０分間脱水を行った後、窒素置換を行った。
Production Example 3: Production of Nonionic Surfactant (3) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao 32.6 g, and C10 linear saturated primary alcohol [trade name: Calcoal 1098, manufactured by Kao Corporation] 39.6 g, and C12 linear saturated primary alcohol [product] Name: Calcoal 2098, Kao Co., Ltd.] 46.6 g, and C14 linear saturated primary alcohol [trade name: Calcoal 4098, Kao Co., Ltd.] 53.6 g of mixed alcohol (C8-OH / C10-OH / C12-OH / C14-OH = 25/25/25/25 (molar ratio)) and 1.1 g of potassium hydroxide were charged and dehydrated at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes. The After performing, nitrogen substitution was performed.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド４４０．５ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、本発明の非イオン性界面活性剤（３）［一般式（１）において、Ｒ：Ｃ８／Ｃ１０／Ｃ１２／Ｃ１４＝２５／２５／２５／２５（モル比）、ｍ＝２．５、ｎ＝１０］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 440.5 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred for 30 minutes at 80 ° C., then extracted, and the nonionic surfactant (3) [general formula ( In 1), R: C8 / C10 / C12 / C14 = 25/25/25/25 (molar ratio), m = 2.5, n = 10] was obtained.
製造例４：非イオン性界面活性剤（４）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕５８．６ｇ、及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕８３．８ｇ、及び炭素数１６の直鎖飽和１級アルコール〔商品名：カルコール６０９８、花王（株）製〕１２．１ｇ、及び炭素数１８の直鎖飽和１級アルコール〔商品名：カルコール８０９８、花王（株）製〕１３．５ｇの混合アルコール（Ｃ８−ＯＨ／Ｃ１２−ＯＨ／Ｃ１６−ＯＨ／Ｃ１８−ＯＨ＝４５／４５／５／５（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ(絶対圧)にて３０分間脱水を行った後、窒素置換を行った。
Production Example 4: Production of Nonionic Surfactant (4) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao 58.6 g, and C12 linear saturated primary alcohol [trade name: Calcoal 2098, manufactured by Kao Corporation] 83.8 g, and C16 linear saturated primary alcohol [product] Name: Calcoal 6098, manufactured by Kao Corporation] 12.1 g, and linear saturated primary alcohol having 18 carbon atoms [Product name: Calcoal 8098, manufactured by Kao Corporation] 13.5 g of mixed alcohol (C8-OH / C12-OH / C16-OH / C18-OH = 45/45/5/5 (molar ratio)) and 1.1 g of potassium hydroxide were charged and dehydrated at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes. Did , And nitrogen substitution was carried out.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド３０８．４ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、本発明の非イオン性界面活性剤（４）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２／Ｃ１６／Ｃ１８＝４５／４５／５／５（モル比）、ｍ＝２．５、ｎ＝７］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 308.4 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred at 80 ° C. for 30 minutes, then extracted, and the nonionic surfactant (4) [general formula ( In 1), R: C8 / C12 / C16 / C18 = 45/45/5/5 (molar ratio), m = 2.5, n = 7] was obtained.
製造例５：非イオン性界面活性剤（５）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕９７．７ｇ、及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕２３．３ｇ、及び炭素数１４の直鎖飽和１級アルコール〔商品名：カルコール４０９８、花王（株）製〕２６．８ｇの混合アルコール（Ｃ８−ＯＨ／Ｃ１２−ＯＨ／Ｃ１４−ＯＨ＝７５／１２．５／１２．５（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ(絶対圧)にて３０分間脱水を行った後、窒素置換を行った。
Production Example 5 Production of Nonionic Surfactant (5) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao 97.7 g, and C12 linear saturated primary alcohol [trade name: Calcoal 2098, manufactured by Kao Corporation] 23.3 g, and C14 linear saturated primary alcohol [product] Name: Calcoal 4098, manufactured by Kao Corporation] 26.8 g of mixed alcohol (C8-OH / C12-OH / C14-OH = 75 / 12.5 / 12.5 (molar ratio)) and potassium hydroxide 1 .1 g was charged and dehydrated at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then purged with nitrogen.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド３０８．４ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、本発明の非イオン性界面活性剤（５）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２／Ｃ１４＝７５／１２．５／１２．５（モル比）、ｍ＝２．５、ｎ＝７］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 308.4 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred for 30 minutes at 80 ° C., then extracted, and the nonionic surfactant (5) [general formula ( In 1), R: C8 / C12 / C14 = 75 / 12.5 / 12.5 (molar ratio), m = 2.5, n = 7] was obtained.
製造例６：非イオン性界面活性剤（６）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕６５．１ｇ、及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕９３．２ｇの混合アルコール（Ｃ８−ＯＨ／Ｃ１２−ＯＨ＝５０／５０（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ(絶対圧)にて３０分間脱水を行った後、窒素置換を行った。
Production Example 6 Production of Nonionic Surfactant (6) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao Co., Ltd.] 65.1 g and a linear saturated primary alcohol having 12 carbon atoms [trade name: Calcoal 2098, manufactured by Kao Corporation] 93.2 g of mixed alcohol (C8-OH / C12-OH = 50 / 50 (molar ratio)) and 1.1 g of potassium hydroxide were dehydrated at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then purged with nitrogen.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド２０３．３ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド３０８．４ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、本発明の非イオン性界面活性剤（６）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２＝５０／５０（モル比）、ｍ＝３．５、ｎ＝７］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 203.3 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 308.4 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred for 30 minutes at 80 ° C., then extracted, and the nonionic surfactant (6) [general formula ( In 1), R: C8 / C12 = 50/50 (molar ratio), m = 3.5, n = 7] was obtained.
製造例７：非イオン性界面活性剤（７）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕６５．１ｇ、及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕９３．２ｇの混合アルコール（Ｃ８−ＯＨ／Ｃ１２−ＯＨ＝５０／５０（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ（絶対圧）にて３０分間脱水を行った後、窒素置換を行った。
Production Example 7 Production of Nonionic Surfactant (7) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao Co., Ltd.] 65.1 g and a linear saturated primary alcohol having 12 carbon atoms [trade name: Calcoal 2098, manufactured by Kao Corporation] 93.2 g of mixed alcohol (C8-OH / C12-OH = 50 / 50 (molar ratio)) and 1.1 g of potassium hydroxide were charged, dehydration was performed at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then nitrogen substitution was performed.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド２２０．３ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、本発明の非イオン性界面活性剤（７）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２＝５０／５０（モル比）、ｍ＝２．５、ｎ＝５］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 220.3 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred for 30 minutes at 80 ° C., then extracted, and the nonionic surfactant (7) [general formula ( In 1), R: C8 / C12 = 50/50 (molar ratio), m = 2.5, n = 5] was obtained.
製造例８：非イオン性界面活性剤（８）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数１０の直鎖飽和１級アルコール〔商品名：カルコール１０９８、花王（株）製〕１５８．３ｇ、と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ（絶対圧）にて３０分間脱水を行った後、窒素置換を行った。
Production Example 8 Production of Nonionic Surfactant (8) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 10 carbon atoms [trade name: Calcoal 1098, Kao Made by Co., Ltd.] 158.3 g and 1.1 g of potassium hydroxide were charged, dehydrated at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then purged with nitrogen.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド３０８．４ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、本発明の非イオン性界面活性剤（８）［一般式（１）において、Ｒ：Ｃ１０、ｍ＝２．５、ｎ＝７］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 308.4 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred for 30 minutes at 80 ° C., then extracted, and the nonionic surfactant (8) [general formula ( In 1), R: C10, m = 2.5, n = 7] was obtained.
比較製造例１：非イオン性界面活性剤（９）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕４５．６ｇ、及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕６５．２ｇ、及び炭素数１６の直鎖飽和１級アルコール〔商品名：カルコール６０９８、花王（株）製〕３６．４ｇ、及び炭素数１８の直鎖飽和１級アルコール〔商品名：カルコール８０９８、花王（株）製〕４０．６ｇの混合アルコール（Ｃ８−ＯＨ／Ｃ１２−ＯＨ／Ｃ１６−ＯＨ／Ｃ１８−ＯＨ＝３５／３５／１５／１５（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ（絶対圧）にて３０分間脱水を行った後、窒素置換を行った。
Comparative Production Example 1: Production of Nonionic Surfactant (9) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao Corp.] 45.6 g, and C12 linear saturated primary alcohol [trade name: Calcol 2098, Kao Corp.] 65.2 g, and C16 linear saturated primary alcohol [ Product name: Calcoal 6098, manufactured by Kao Corporation] 36.4 g, and linear saturated primary alcohol having 18 carbon atoms [Product name: Calcoal 8098, manufactured by Kao Corporation] 40.6 g of mixed alcohol (C8-OH) / C12-OH / C16-OH / C18-OH = 35/35/15/15 (molar ratio)) and 1.1 g of potassium hydroxide are charged at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes. Prolapse After performing water, nitrogen substitution was performed.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド３０８．４ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、比較用の非イオン性界面活性剤（９）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２／Ｃ１６／Ｃ１８＝３５／３５／１５／１５（モル比）、ｍ＝２．５、ｎ＝７］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 308.4 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred at 80 ° C. for 30 minutes, then extracted, and the nonionic surfactant for comparison (9) [general formula ( In 1), R: C8 / C12 / C16 / C18 = 35/35/15/15 (molar ratio), m = 2.5, n = 7] was obtained.
比較製造例２：非イオン性界面活性剤（１０）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕６５．１ｇ及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕９３．１ｇの混合アルコール（Ｃ１６−ＯＨ／Ｃ１８−ＯＨ＝５０／５０（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ（絶対圧）にて３０分間脱水を行った後、窒素置換を行った。
Comparative Production Example 2: Production of Nonionic Surfactant (10) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao Corp.] 65.1 g and C12 linear saturated primary alcohol [trade name: Calcoal 2098, Kao Corp.] 93.1 g mixed alcohol (C16-OH / C18-OH = 50 / 50 (molar ratio)) and 1.1 g of potassium hydroxide were charged, dehydration was performed at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then nitrogen substitution was performed.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド３４８．５ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド３０８．４ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、比較用の非イオン性界面活性剤（１０）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２＝５０／５０（モル比）、ｍ＝６、ｎ＝７］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 348.5 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 308.4 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, stirred for 30 minutes at 80 ° C., then extracted, and the nonionic surfactant (10) for comparison [general formula ( In 1), R: C8 / C12 = 50/50 (molar ratio), m = 6, n = 7] was obtained.
比較製造例３：非イオン性界面活性剤（１１）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕６５．１ｇ及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕９３．１ｇの混合アルコール（Ｃ１６−ＯＨ／Ｃ１８−ＯＨ＝５０／５０（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ(絶対圧)にて３０分間脱水を行った後、窒素置換を行った。
Comparative Production Example 3: Production of Nonionic Surfactant (11) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao Corp.] 65.1 g and C12 linear saturated primary alcohol [trade name: Calcoal 2098, Kao Corp.] 93.1 g mixed alcohol (C16-OH / C18-OH = 50 / 50 (molar ratio)) and 1.1 g of potassium hydroxide were dehydrated at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then purged with nitrogen.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド１５４１．８ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、比較用の非イオン性界面活性剤（１１）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２＝５０／５０（モル比）、ｍ＝２．５、ｎ＝３５］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Subsequently, the temperature was raised to 150 ° C., 1541.8 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred at 80 ° C. for 30 minutes, then extracted, and the nonionic surfactant for comparison (11) [general formula ( In 1), R: C8 / C12 = 50/50 (molar ratio), m = 2.5, n = 35] was obtained.
比較製造例４：非イオン性界面活性剤（１２）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕６５．１ｇ及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕９３．１ｇの混合アルコール（Ｃ１６−ＯＨ／Ｃ１８−ＯＨ＝５０／５０（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ（絶対圧）にて３０分間脱水を行った後、窒素置換を行った。
Comparative Production Example 4: Production of Nonionic Surfactant (12) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao Corp.] 65.1 g and C12 linear saturated primary alcohol [trade name: Calcoal 2098, Kao Corp.] 93.1 g mixed alcohol (C16-OH / C18-OH = 50 / 50 (molar ratio)) and 1.1 g of potassium hydroxide were charged, dehydration was performed at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then nitrogen substitution was performed.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１７．４ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド３０８．４ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、比較用の非イオン性界面活性剤（１２）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２＝５０／５０（モル比）、ｍ＝０．３、ｎ＝７］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 17.4 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 308.4 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred at 80 ° C. for 30 minutes, then extracted, and a nonionic surfactant for comparison (12) [general formula ( In 1), R: C8 / C12 = 50/50 (molar ratio), m = 0.3, n = 7] was obtained.
比較製造例５：非イオン性界面活性剤（１３）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和１級アルコール〔商品名：カルコール０８９８、花王（株）製〕６５．１ｇ及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕９３．１ｇの混合アルコール（Ｃ１６−ＯＨ／Ｃ１８−ＯＨ＝５０／５０（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ(絶対圧)にて３０分間脱水を行った後、窒素置換を行った。
Comparative Production Example 5 Production of Nonionic Surfactant (13) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao Corp.] 65.1 g and C12 linear saturated primary alcohol [trade name: Calcoal 2098, Kao Corp.] 93.1 g mixed alcohol (C16-OH / C18-OH = 50 / 50 (molar ratio)) and 1.1 g of potassium hydroxide were dehydrated at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then purged with nitrogen.
窒素置換後、１２５℃まで昇温し、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド８８．１ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、比較用の非イオン性界面活性剤（１３）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２＝５０／５０（モル比）、ｍ＝２．５、ｎ＝２］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Subsequently, the temperature was raised to 150 ° C., 88.1 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred at 80 ° C. for 30 minutes, then extracted, and a comparative nonionic surfactant (13) [general formula ( In 1), R: C8 / C12 = 50/50 (molar ratio), m = 2.5, n = 2] was obtained.
比較製造例６：非イオン性界面活性剤（１４）
（株）日本触媒製ソフタノール７０（直鎖型第２級アルコールのエチレンオキサイド付加物）を用いた。
Comparative Production Example 6: Nonionic surfactant (14)
Nippon Shokubai Co., Ltd. Softanol 70 (an ethylene oxide adduct of a linear secondary alcohol) was used.
比較製造例７：非イオン性界面活性剤（１５）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、合成アルコール〔商品名：ＳＡＦＯＬ２３（ＳＡＳＯＬ社製）、炭素数１２、１３の分岐鎖アルキル基［炭素数１２／炭素数１３＝５５／４５（モル比）、分岐率（分岐型アルコールの質量組成）５０質量％］を有する飽和アルコール〕１９４ｇと、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ（絶対圧）にて３０分間脱水を行った後、窒素置換を行った。
Comparative Production Example 7 Production of Nonionic Surfactant (15) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a synthetic alcohol [trade name: SAFOL23 (manufactured by SASOL), carbon number 12, 194 g of 13 branched-chain alkyl groups [saturated alcohol having 12 carbon atoms / 13 carbon atoms = 55/45 (molar ratio), branching rate (mass composition of branched alcohol) 50 mass%]; 1 g was charged and dehydrated at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then purged with nitrogen.
窒素置換後、１２５℃まで昇温した後、プロピレンオキサイド１４５．２ｇを導入し、付加反応・熟成操作を行った。次いで、１５０℃に昇温し、エチレンオキサイド３０８．４ｇを導入し、付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、比較用の非イオン性界面活性剤（１５）［一般式（１）において、Ｒが分岐鎖アルキル基を含み（分岐率５０質量％）、ｍ＝２．５、ｎ＝７］を得た。 After nitrogen substitution, the temperature was raised to 125 ° C., 145.2 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 150 ° C., 308.4 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred at 80 ° C. for 30 minutes, then extracted, and a nonionic surfactant for comparison (15) [general formula ( In 1), R contained a branched alkyl group (branch rate 50% by mass), and m = 2.5, n = 7].
比較製造例８：非イオン性界面活性剤（１６）の製造
攪拌装置、温度制御装置、自動導入装置を備えたオートクレーブ中に、炭素数８の直鎖飽和1級アルコール〔商品名：カルコール０８９８、花王（株）製〕６５．１ｇ、及び炭素数１２の直鎖飽和１級アルコール〔商品名：カルコール２０９８、花王（株）製〕９３．２ｇの混合アルコール（Ｃ８−ＯＨ／Ｃ１２−ＯＨ＝５０／５０（モル比））と、水酸化カリウム１．１ｇを仕込み、１１０℃、１．３ｋＰａ（絶対圧）にて３０分間脱水を行った後、窒素置換を行った。
Comparative Production Example 8 Production of Nonionic Surfactant (16) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, a linear saturated primary alcohol having 8 carbon atoms [trade name: Calcoal 0898, Kao Corp.] 65.1 g and C12 linear saturated primary alcohol [trade name: Calcol 2098, Kao Corp.] 93.2 g mixed alcohol (C8-OH / C12-OH = 50) / 50 (molar ratio)) and 1.1 g of potassium hydroxide were added, dehydration was performed at 110 ° C. and 1.3 kPa (absolute pressure) for 30 minutes, and then nitrogen substitution was performed.
窒素置換後、１５０℃まで昇温し、プロピレンオキサイド１４５．２ｇとエチレンオキサイド３０８．４ｇを導入し、ランダム付加反応・熟成操作を行った。反応終了後、８０℃まで冷却した後、乳酸１．８ｇをオートクレーブ内に加え、８０℃で３０分間攪拌した後、抜き出しを行い、比較用の非イオン性界面活性剤（１６）［一般式（１）において、Ｒ：Ｃ８／Ｃ１２＝５０／５０（モル比）、ｍ＝２．５、ｎ＝７（但しランダム付加）］を得た。 After nitrogen substitution, the temperature was raised to 150 ° C., 145.2 g of propylene oxide and 308.4 g of ethylene oxide were introduced, and a random addition reaction / aging operation was performed. After completion of the reaction, the mixture was cooled to 80 ° C., 1.8 g of lactic acid was added to the autoclave, and the mixture was stirred at 80 ° C. for 30 minutes, then extracted, and the nonionic surfactant for comparison (16) [general formula ( In 1), R: C8 / C12 = 50/50 (molar ratio), m = 2.5, n = 7 (however, random addition)] was obtained.
＜実施例１及び比較例１＞
下記に示す方法により、製造例及び比較製造例で得た非イオン性界面活性剤（１）〜（１６）からなる精錬剤組成物の性能を評価した。結果をまとめて表１に示す。なお、表では（Ａ）成分に該当しない非イオン性界面活性剤も便宜的に（Ａ）成分として示した。
<Example 1 and Comparative Example 1>
The performance of the refining agent composition comprising the nonionic surfactants (1) to (16) obtained in the production examples and comparative production examples was evaluated by the method described below. The results are summarized in Table 1. In the table, a nonionic surfactant that does not correspond to the component (A) is also shown as the component (A) for convenience.
〔精練性の評価（木綿に対する残脂率）〕
木綿生機（残脂率１．０５質量％）を下記の条件で精練処理し、精練処理生地から、約３〜４ｇの試験試料を切り出し、ジエチルエーテルを抽出溶剤とし用いて、ソックスレー抽出装置（東海計器製）にて抽出操作を行なった。4時間の抽出操作の後、減圧下に抽出溶媒を留去し、残さ質量を測定して以下の計算式により残脂率を求めた。
残脂率（％）＝（抽出溶媒留去後の残さ質量／試験試料の質量）×１００
＊精練処理条件
精錬剤組成物（非イオン性界面活性剤）濃度：１．０ｇ／Ｌ
苛性ソーダ濃度：１．０ｇ／Ｌ
精練時間：２０分
精練温度：１１０℃
浴比：１／２０
処理水：３°ＤＨ
[Evaluation of scouring properties (residual fat ratio to cotton)]
A cotton raw machine (residual fat ratio of 1.05% by mass) is scoured under the following conditions, and about 3 to 4 g of a test sample is cut out from the scoured dough, and a Soxhlet extractor (Tokai) is used with diethyl ether as an extraction solvent. The extraction operation was performed with a meter). After the extraction operation for 4 hours, the extraction solvent was distilled off under reduced pressure, the residual mass was measured, and the residual fat ratio was determined by the following formula.
Residual fat ratio (%) = (residual mass after extraction solvent is distilled / mass of test sample) × 100
* Refining treatment conditions Refining agent composition (nonionic surfactant) concentration: 1.0 g / L
Caustic soda concentration: 1.0 g / L
Scouring time: 20 minutes Scouring temperature: 110 ° C
Bath ratio: 1/20
Treated water: 3 ° DH
〔精練性の評価（吸い上げの高さ）〕
木綿生機を上記の条件で精練処理し、処理後の布から幅３ｃｍ、長さ１５ｃｍのサンプル布を切り取り、染料を溶解した水溶液を満たしたバット上にサンプル布の一端が浸るように、たるみがない状態で鉛直に吊るし、１５分後の染料水溶液の吸い上げ高さ（ｍｍ）を測定することで調べた。吸い上げ高さが高いほど、湿潤性に優れ、精錬剤の精練性が優れることを示す。
[Evaluation of scourability (height of sucking)]
The cotton fabric machine is scoured under the above conditions, a sample cloth having a width of 3 cm and a length of 15 cm is cut out from the treated cloth, and a slack is formed so that one end of the sample cloth is immersed on a vat filled with an aqueous solution in which a dye is dissolved. It was hung vertically in the absence, and examined by measuring the suction height (mm) of the dye aqueous solution after 15 minutes. The higher the wicking height, the better the wettability and the better the scouring property of the refining agent.
〔精練性の評価（滴下法）〕
精練処理生地から、５ｃｍ×５ｃｍの試験試料を切り出し、水平に置き、試料生地の上約１ｃｍから、吸い上げの高さの評価で使用した染料水溶液をスポイトで０．１ｍＬ落下させる。自然乾燥後、染料水溶液の拡がり形で、吸水性を判定する。評価基準は次の通りである。
○：染料が大きい円状に拡がり、染色された範囲に直径１ｃｍの円が納まる。
△：染料の拡がりが不十分、あるいは染料の拡がりの形が歪であり、染色された範囲に直径７ｍｍの円は納まるが、１ｃｍの円は納まらない。
×：染色された範囲に直径７ｍｍの円が納まらない。
[Evaluation of scourability (Drip method)]
A 5 cm × 5 cm test sample is cut out from the scoured dough, placed horizontally, and 0.1 mL of the aqueous dye solution used in the evaluation of the suction height is dropped from about 1 cm above the sample dough with a dropper. After natural drying, the water absorption is determined by the spreading form of the aqueous dye solution. The evaluation criteria are as follows.
○: The dye spreads into a large circle, and a circle with a diameter of 1 cm fits in the dyed area.
Δ: Dye spreading is insufficient, or the dye spreading shape is distorted, and a circle with a diameter of 7 mm fits within the dyed area, but a circle with 1 cm does not fit.
X: A circle with a diameter of 7 mm does not fit in the dyed area.
〔起泡性の評価〕
１Ｌのメスシリンダーに試験液（非イオン性界面活性剤濃度；２．００×１０-3モル／Ｌ、残部は水）を２００ｍＬ入れ、ボールフィルタを付けたエアポンプによりメスシリンダーの底部より１．５Ｌ／分のエアーを曝気し、２分後の泡立ちの高さ（ｍｍ）を測定した。
[Evaluation of foaming properties]
200 mL of test liquid (nonionic surfactant concentration; 2.00 × 10 −3 mol / L, balance is water) is placed in a 1 L graduated cylinder, and 1.5 L from the bottom of the graduated cylinder by an air pump with a ball filter. / Minute air was aerated, and the height (mm) of foaming after 2 minutes was measured.
製造例９；ポリオキシエチレン（平均付加モル数２．０）ラウリルエーテル硫酸・Ｎａ塩
花王（株）社製 エマール ２７０Ｊを用いた。
Production Example 9: Polyoxyethylene (average added mole number 2.0) lauryl ether sulfate / Na salt EMAL 270J manufactured by Kao Corporation was used.
製造例１０；ポリオキシエチレン（平均付加モル数３．０）イソデシルセスキホスフェート・Ｎａ塩の製造
２０００ｍＬの反応容器に、協和発酵ケミカル（株）製デカノール（化学名：イソデカノール）１モルにエチレンオキサイド３モル付加して得られた有機ヒドロキシ化合物（平均分子量＝１５８．３）６３３．２ｇ（４．００モル）及び８５％のオルトリン酸９３．７ｇ（Ｐ2Ｏ5・ｎＨ2Ｏとして表すとＰ2Ｏ5；０．４１モル、Ｈ2Ｏ；２．００モル）を入れ、攪拌・混合し、温度を５０〜７０℃に保ちながら五酸化リン（有効分９８．５％）２２９．６ｇ（１．５９モル）を徐々に添加した後、８０℃に昇温し１２時間反応を行った。その後、この反応生成物を強制薄膜による水蒸気蒸留装置（伝熱面積；０．０３ｍ3、ガラス製）を用いる脱臭処理に供した。水蒸気蒸留は、ジャケットの温度１５０℃、２．７ｋＰａ（絶対圧）で、反応生成物とスチームを、それぞれ１００ｇ／ｈｒ、７５ｇ／ｈｒの速度で連続的に供給して行い、残さとして有機ヒドロキシ化合物含量０．８％及び水分０．３％を含むリン酸エステルを得た。その後このリン酸エステルを所定量の水酸化ナトリウム水溶液に添加・攪拌しながら中和を行い、ポリオキシエチレン（平均付加モル数３．０）イソデシルセスキホスフェート・Ｎａ塩を得た。
Production Example 10: Production of polyoxyethylene (average addition mole number 3.0) isodecyl sesquiphosphate / Na salt In a 2000 mL reaction vessel, 1 mol of decanol (chemical name: isodecanol) manufactured by Kyowa Hakko Chemical Co., Ltd. 633.2 g (4.00 mol) of an organic hydroxy compound obtained by adding 3 mol (average molecular weight = 158.3) and 93.7 g of 85% orthophosphoric acid (P 2 O 5 .nH 2 O) 2 O 5 ; 0.41 mol, H 2 O; 2.00 mol), and stirred and mixed, while maintaining the temperature at 50 to 70 ° C., 229.6 g of phosphorus pentoxide (effective content 98.5%) 1.59 mol) was gradually added, and the temperature was raised to 80 ° C. and the reaction was carried out for 12 hours. Thereafter, this reaction product was subjected to a deodorization treatment using a steam distillation apparatus (heat transfer area; 0.03 m 3 , glass) using a forced thin film. Steam distillation is performed at a jacket temperature of 150 ° C. and 2.7 kPa (absolute pressure) by continuously supplying the reaction product and steam at rates of 100 g / hr and 75 g / hr, respectively, and the residue is an organic hydroxy compound. A phosphate ester containing 0.8% content and 0.3% moisture was obtained. Thereafter, this phosphate ester was neutralized while being added to and stirred with a predetermined amount of sodium hydroxide aqueous solution to obtain polyoxyethylene (average number of moles added 3.0) isodecyl sesquiphosphate / Na salt.
＜実施例２及び比較例２＞
表２の処方に従い各種精練剤組成物を調製し、下記の方法に従って各組成物の流動性の評価を行った。なお、表では（Ａ）成分に該当しない非イオン性界面活性剤も便宜的に（Ａ）成分として示した。
<Example 2 and Comparative Example 2>
Various scouring agent compositions were prepared according to the formulations shown in Table 2, and the fluidity of each composition was evaluated according to the following method. In the table, a nonionic surfactant that does not correspond to the component (A) is also shown as the component (A) for convenience.
〔流動性評価〕
内径２４．３ｍｍ、高さ４６．５ｍｍのサンプル管（マルエム社製サンプルバイアルＮｏ．３）中に、組成物３ｍＬを入れ、３℃で３０分間静置した。その後、組成物の入ったサンプル管を倒置して、気泡の上昇にかかる時間（秒）を測定した。評価基準は次の通りである。
○：１秒未満
△：１秒以上２０秒未満
×：２０秒以上
[Fluidity evaluation]
3 mL of the composition was placed in a sample tube (sample vial No. 3 manufactured by Maruem Co., Ltd.) having an inner diameter of 24.3 mm and a height of 46.5 mm, and allowed to stand at 3 ° C. for 30 minutes. Thereafter, the sample tube containing the composition was inverted, and the time (seconds) required for the bubbles to rise was measured. The evaluation criteria are as follows.
○: Less than 1 second △: More than 1 second and less than 20 seconds ×: More than 20 seconds
Claims (12)
（Ａ）成分中、一般式（１）中のＲが炭素数８〜１４の第１級直鎖飽和炭化水素基である非イオン性界面活性剤の割合が９０モル％以上であり、
（Ａ）成分中、一般式（１）中のＲが炭素数８〜１０の第１級直鎖飽和炭化水素基である非イオン性界面活性剤の割合が５〜９５モル％、且つＲが炭素数１１〜１４の第１級直鎖飽和炭化水素基である非イオン性界面活性剤の割合が５〜９５モル％である、
繊維用精練剤組成物。
Ｒ−Ｏ−（ＰＯ）ｍ−（ＥＯ）ｎ−Ｈ （１）
〔式中、Ｒは炭素数６〜２４の炭化水素基を示し、ＰＯはプロピレンオキシ基、ＥＯはエチレンオキシ基を示す。ｍはプロピレンオキシ基の平均付加モル数であり、０．５〜５の数である。ｎはエチレンオキシ基の平均付加モル数であり、３〜３０の数である。なお、（ＰＯ）ｍ、（ＥＯ）ｎはこの順にブロック結合している。〕 (A) A fiber scouring agent composition comprising a nonionic surfactant represented by the following general formula (1) [hereinafter referred to as component (A)],
In the component (A), the proportion of the nonionic surfactant in which R in the general formula (1) is a primary linear saturated hydrocarbon group having 8 to 14 carbon atoms is 90 mol% or more,
In the component (A), the proportion of the nonionic surfactant in which R in the general formula (1) is a primary linear saturated hydrocarbon group having 8 to 10 carbon atoms is 5 to 95 mol%, and R is The proportion of the nonionic surfactant that is a primary linear saturated hydrocarbon group having 11 to 14 carbon atoms is 5 to 95 mol%.
A fiber scouring agent composition.
R—O— (PO) m — (EO) n —H (1)
[Wherein R represents a hydrocarbon group having 6 to 24 carbon atoms, PO represents a propyleneoxy group, and EO represents an ethyleneoxy group. m is the average number of added moles of propyleneoxy groups, and is a number from 0.5 to 5. n is the average addition mole number of ethyleneoxy group, and is a number of 3-30. Note that (PO) m and (EO) n are block-bonded in this order. ]
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