TW524716B - Method for preparation of an alkyl diphenyl oxide sulfonic acid blend and viscosity control therein, and method for preparation of an admixture composition and of a surfactant - Google Patents
Method for preparation of an alkyl diphenyl oxide sulfonic acid blend and viscosity control therein, and method for preparation of an admixture composition and of a surfactant Download PDFInfo
- Publication number
- TW524716B TW524716B TW089113966A TW89113966A TW524716B TW 524716 B TW524716 B TW 524716B TW 089113966 A TW089113966 A TW 089113966A TW 89113966 A TW89113966 A TW 89113966A TW 524716 B TW524716 B TW 524716B
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- Taiwan
- Prior art keywords
- acid
- diphenyl oxide
- weight
- blend
- alkyl diphenyl
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 75
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 title claims abstract description 53
- 125000000217 alkyl group Chemical group 0.000 title claims abstract description 41
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 37
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 title claims abstract description 32
- 238000000034 method Methods 0.000 title claims abstract description 22
- 238000002360 preparation method Methods 0.000 title description 7
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims abstract description 63
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 47
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 40
- 229930195729 fatty acid Natural products 0.000 claims abstract description 40
- 239000000194 fatty acid Substances 0.000 claims abstract description 40
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 34
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims abstract description 25
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims abstract description 22
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims abstract description 20
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims abstract description 20
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims abstract description 18
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims abstract description 18
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 claims abstract description 18
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims abstract description 16
- 235000011054 acetic acid Nutrition 0.000 claims abstract description 15
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229940005605 valeric acid Drugs 0.000 claims abstract description 10
- AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 claims abstract description 9
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 claims abstract description 9
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims abstract description 9
- 235000019260 propionic acid Nutrition 0.000 claims abstract description 9
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims abstract description 9
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims abstract description 8
- 235000019253 formic acid Nutrition 0.000 claims abstract description 8
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000002253 acid Substances 0.000 claims description 39
- 229960002446 octanoic acid Drugs 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- -1 alkyl diphenyl oxide Chemical compound 0.000 claims description 20
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 10
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 239000003153 chemical reaction reagent Substances 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000004305 biphenyl Substances 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 2
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 claims description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 230000003472 neutralizing effect Effects 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 abstract description 4
- 239000004973 liquid crystal related substance Substances 0.000 description 15
- 239000000126 substance Substances 0.000 description 12
- 239000003599 detergent Substances 0.000 description 11
- 238000011049 filling Methods 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 238000006277 sulfonation reaction Methods 0.000 description 7
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 7
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000000123 paper Substances 0.000 description 6
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 230000002079 cooperative effect Effects 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000000654 additive Substances 0.000 description 4
- 150000001336 alkenes Chemical group 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 238000010587 phase diagram Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000005639 Lauric acid Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000007810 chemical reaction solvent Substances 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000000265 homogenisation Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- BZJTUOGZUKFLQT-UHFFFAOYSA-N 1,3,5,7-tetramethylcyclooctane Chemical group CC1CC(C)CC(C)CC(C)C1 BZJTUOGZUKFLQT-UHFFFAOYSA-N 0.000 description 1
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- PBLNBZIONSLZBU-UHFFFAOYSA-N 1-bromododecane Chemical compound CCCCCCCCCCCCBr PBLNBZIONSLZBU-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- YBCVMFKXIKNREZ-UHFFFAOYSA-N acoh acetic acid Chemical compound CC(O)=O.CC(O)=O YBCVMFKXIKNREZ-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- PASOAYSIZAJOCT-UHFFFAOYSA-N butanoic acid Chemical compound CCCC(O)=O.CCCC(O)=O PASOAYSIZAJOCT-UHFFFAOYSA-N 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- HABLENUWIZGESP-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O.CCCCCCCCCC(O)=O HABLENUWIZGESP-UHFFFAOYSA-N 0.000 description 1
- IYSQFQAYCSYJRB-UHFFFAOYSA-N decanoic acid;hexanoic acid Chemical compound CCCCCC(O)=O.CCCCCCCCCC(O)=O IYSQFQAYCSYJRB-UHFFFAOYSA-N 0.000 description 1
- NXMUXTAGFPJGTQ-UHFFFAOYSA-N decanoic acid;octanoic acid Chemical compound CCCCCCCC(O)=O.CCCCCCCCCC(O)=O NXMUXTAGFPJGTQ-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- XVVLAOSRANDVDB-UHFFFAOYSA-N formic acid Chemical compound OC=O.OC=O XVVLAOSRANDVDB-UHFFFAOYSA-N 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- JLRBNGCMXSGALP-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O.CCCCCCC(O)=O JLRBNGCMXSGALP-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- KBPHJBAIARWVSC-RGZFRNHPSA-N lutein Chemical compound C([C@H](O)CC=1C)C(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C KBPHJBAIARWVSC-RGZFRNHPSA-N 0.000 description 1
- 229960005375 lutein Drugs 0.000 description 1
- 239000001656 lutein Substances 0.000 description 1
- ORAKUVXRZWMARG-WZLJTJAWSA-N lutein Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2C(=CC(O)CC2(C)C)C ORAKUVXRZWMARG-WZLJTJAWSA-N 0.000 description 1
- 235000012680 lutein Nutrition 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- HUPQYPMULVBQDL-UHFFFAOYSA-N pentanoic acid Chemical compound CCCCC(O)=O.CCCCC(O)=O HUPQYPMULVBQDL-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- SXBRULKJHUOQCD-UHFFFAOYSA-N propanoic acid Chemical compound CCC(O)=O.CCC(O)=O SXBRULKJHUOQCD-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- KBPHJBAIARWVSC-XQIHNALSSA-N trans-lutein Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C(=CC(O)CC2(C)C)C KBPHJBAIARWVSC-XQIHNALSSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- FJHBOVDFOQMZRV-XQIHNALSSA-N xanthophyll Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C=C(C)C(O)CC2(C)C FJHBOVDFOQMZRV-XQIHNALSSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/02—Alkyl sulfonates or sulfuric acid ester salts derived from monohydric alcohols
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Paper (AREA)
Abstract
Description
524716 經濟部智慧財產局員工消費合作社印製 A7 B7 五、發明說明(1 ) 本發明係有關界面活性劑物料及組成物及製備具有良 好處理性質之濃縮中間產物之方法。 流變行為於液體中係一重要考量。液體產物内之適當 黏度能使其(a)以所接收者有用消耗,或(b)便利地接收於 調節系統内,以進一步使黏度調節至有用之應用值。用於 液體摻合物内之組份之使用性亦受黏度影響;且於此方面 ,製備時之高濃縮烷基二苯基氧化物磺酸具有相對較高之 液體黏度。DOWFAX™界面活性劑(DOWFAX係陶氏化學 公司之商品名)係得自烷基二苯基氧化物磺酸之產物之良 好例子。高濃縮之烷基二苯基氧化物磺酸具有60%至95% 之固體濃度,且於此被表示為高活性酸或HAA。雖然於 某些HAA中高黏度可藉由稀釋而被改良成可接受程度, 其它HAA(例如,DOWFAX清潔劑酸)證實於50%至80%之 固體範圍係明顯之液晶區域。液晶區域之特徵在於非常高 之黏度(大於1,〇〇〇,〇〇〇厘泊),因此,物料於低於方便處理 之40°C之溫度時係太黏。當物料被加熱以使黏度呈可接受 之方便性,物料不幸地對於在此等溫度時之安全操作之最 佳化相對較昂貴之摻合環境外之安全處理係太熱。如前所 示,DOWFAX界面活性劑係得自烷基二苯基氧化物磺酸 之產物之良好例子。DOWFAX界面活性劑每一分子係具 有二離子電荷。每一分子係由於二苯基氧化物主幹上之一 對硫酸鹽基組成。此雙電荷密度對於此分子家族之優異之 溶解及偶合作用係負重大責任。DOWFAX界面活性劑於 濃縮電解質中係具優異之可溶性及穩定性,且能抵抗氧化 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 4 (請先閱讀背面之注意事項再填寫本頁)524716 Printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs A7 B7 V. Description of the Invention (1) The present invention relates to surfactant materials and compositions and a method for preparing concentrated intermediate products with good processing properties. Rheological behavior is an important consideration in liquids. Proper viscosity in the liquid product enables it to (a) be consumed by the recipient, or (b) conveniently received in the conditioning system to further adjust the viscosity to a useful application value. The usability of the components used in the liquid blend is also affected by the viscosity; and in this respect, the highly concentrated alkyl diphenyl oxide sulfonic acid at the time of preparation has a relatively high liquid viscosity. The DOWFAX ™ surfactant (DOWFAX is a trade name of The Dow Chemical Company) is a good example of a product derived from an alkyl diphenyl oxide sulfonic acid. Highly concentrated alkyl diphenyl oxide sulfonic acid has a solids concentration of 60% to 95% and is referred to herein as a highly active acid or HAA. Although in some HAAs the high viscosity can be improved to an acceptable level by dilution, other HAAs (e.g., DOWFAX Detergent Acid) have been shown to have distinct liquid crystal regions in the solids range of 50% to 80%. The liquid crystal region is characterized by a very high viscosity (greater than 1,000,000 centipoise), so the material is too viscous at temperatures below 40 ° C for easy handling. When the material is heated to make the viscosity acceptable, the material is unfortunately too hot for safe handling outside these blending environments to optimize safe operation at these temperatures. As shown previously, DOWFAX surfactants are good examples of products derived from alkyl diphenyl oxide sulfonic acids. DOWFAX surfactants have a diionic charge per molecule. Each molecule is composed of one pair of sulfate groups on the diphenyl oxide backbone. This double charge density is responsible for the excellent dissolution and coupling of this molecular family. DOWFAX surfactant has excellent solubility and stability in concentrated electrolytes, and can resist oxidation. The paper size is applicable to China National Standard (CNS) A4 (210 X 297 mm) 4 (Please read the precautions on the back first) (Fill in this page)
524716 A7 r——____________ B7 五、發明說明(2 ) 及熱降解。DOWFAX界面活性劑具有由6至16個碳原子(其 係依特定界面活性劑而定)組成之線性或分支之烷基之疏 水物。DOWFAX界面活性劑之範例使用係於織物染色、 聚合物乳化處理、農業化學之製備及(作為添加劑)清潔流 體配置。 有時期望能於中和化作用前以用於組成物之濃縮產物 出售高活性酸,以便降低有關界面活性劑產物水組份之運 送及處理成本;但是,(a)於室溫添加水至11八八傳統上尚 未便利,因為室溫時之HAA之高黏度之故,及(b)界面活 性劑產物之大部份消費者未便利地獲得安全處理熱HAA 之摻合環境。因此,有效運送及處理之益處及能於室溫與 水摻合之HAA安全性之益處尚未被暸解。所需者係於室 溫時具有有用黏度之ΗAA,其係可被添加至水中。本發 明係藉由提供H A Α組成物及該組成物之方法而解決此問 題,如此具有於室溫時為相對較低黏度之HAA被提供。 烧基二苯基氧化物磺酸摻合物之室溫黏度係依據本發 明藉由使具有1與12之間之羧基鏈長度之脂肪酸混入烷基 一本基氧化物石黃酸摻合物内以提供混合物内5重量%與5 〇 重量%間之脂肪酸而有利控制。更詳細而言,較佳實施例 係如下所述: 1-烧基二苯基氧化物續酸内之黏度控制方法,其特徵 在於下述步驟: 使具有1與12之間之羧基鏈長度之脂肪酸混入烷基二 苯基氧化物續酸掺合物内以提供混合物内5重量%與50重 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) (請先閱讀背面之注意事項再填寫本頁) · 經濟部智慧財產局員工消費合作社印製 524716524716 A7 r ——____________ B7 V. Description of the invention (2) and thermal degradation. DOWFAX surfactants have linear or branched alkyl hydrophobes consisting of 6 to 16 carbon atoms (depending on the specific surfactant). Examples of DOWFAX surfactants are used in fabric dyeing, polymer emulsification, agrochemical preparation, and (as an additive) cleaning fluid configuration. It is sometimes desirable to sell highly active acids as a concentrated product for the composition prior to neutralization in order to reduce the shipping and handling costs of the water component of the surfactant product; however, (a) add water at room temperature to 11 8.8 has not traditionally been convenient due to the high viscosity of HAA at room temperature, and (b) most consumers of surfactant products do not conveniently obtain a blended environment that safely handles hot HAA. Therefore, the benefits of efficient shipping and handling and the safety of HAA that can be blended with water at room temperature have not been understood. The desired one is ΗAA, which has a useful viscosity at room temperature, and can be added to water. The present invention solves this problem by providing a H A A composition and a method of the composition, so that HAA having a relatively low viscosity at room temperature is provided. The room temperature viscosity of the alkyl diphenyl oxide sulfonic acid blend is according to the present invention by mixing fatty acids having a carboxyl chain length between 1 and 12 into the alkyl-based oxide lutein acid blend. It is advantageously controlled by providing fatty acids between 5% and 50% by weight in the mixture. In more detail, the preferred embodiment is as follows: A method for controlling viscosity in 1-alkyldiphenyl oxide dicarboxylic acid, which is characterized by the following steps: Fatty acids are mixed into the alkyl diphenyl oxide-continuous acid blend to provide 5% by weight and 50 weights in the mixture. This paper is sized for China National Standard (CNS) A4 (210 X 297 mm) (Please read the back Please fill in this page again for attention) Printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs 524716
A7 B7 五、發明說明(3 ) 量%間之脂肪酸而。 2-—種製備烷基二苯基氧化物磺酸摻合物之方法,其 特徵在於下述步驟: 混合甲酸、乙酸、丙酸、丁酸、戊酸、己酸、庚酸、 辛酸、壬酸、癸酸、十一礙酸或十二礙酸以於具如下特徵 之烷基二苯基氧化物之混合物内提供5重量%與50重量% 之間之脂肪酸, 及 (請先閱讀背面之注意事項再填寫本頁)A7 B7 5. Description of the invention (3) The amount of fatty acids between%. 2-—A method for preparing an alkyl diphenyl oxide sulfonic acid blend, which is characterized by the following steps: mixing formic acid, acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid, heptanoic acid, caprylic acid, nonyl Acid, capric acid, undecanoic acid, or dodecanoic acid to provide fatty acids between 5% and 50% by weight in a mixture of alkyl diphenyl oxides having the following characteristics, and (Please read the (Please fill in this page again)
經濟部智慧財產局員工消費合作社印製 其中R係具有6個與16個之間之碳之烷基;且 以磺化試劑使該混合物磺化。 3- 具有5重量%與50重量%之間之具有1與12之間之鏈 長度之脂肪族之烷基二苯基氧化物磺酸摻合物。 4- 一種如下所述之混合組成物: 甲酸、乙酸、丙酸、丁酸、戊酸、己酸、庚酸、辛酸 、壬酸、癸酸、十一碳酸或十二碳酸,以於混合組成物内 提供5重量%與50重量%之間之脂肪酸; 烷基二苯基氧化物,其特徵在於Printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs where R is an alkyl group having 6 to 16 carbons; and the mixture is sulfonated with a sulfonating reagent. 3- An aliphatic alkyl diphenyl oxide sulfonic acid blend having a chain length between 1 and 12 between 5 and 50% by weight. 4- A mixed composition as follows: formic acid, acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid, capric acid, undecanoic acid, or dodecanoic acid for mixing Provide fatty acids between 5% and 50% by weight; alkyl diphenyl oxide, which is characterized by
訂· -線· 6 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 524716Order · -line · 6 This paper size applies to China National Standard (CNS) A4 (210 X 297 mm) 524716
五、發明說明(4 ) 經濟部智慧財產局員工消費合作社印製 其中R係具有6個與16個之間之碳之烧基。 現紅覽圖不,第1圖顯示各種辛酸含量對d〇wfax烷 基二苯基氧化物磺酸界面活性劑摻合物之黏度之衝擊。 第2圖顯示各種辛酸含量對高黏度範圍之D〇 WFAx烷 基二苯基氧化物磺酸界面活性劑摻合物之黏度之衝擊。 第3圖顯示乙脂肪酸、戊脂肪酸、辛脂肪酸及癸脂肪 酸之對DOWFAX烷基二苯基氧化物磺酸界面活性劑摻合 物之黏度之比較衝擊。 第三圖顯示三相圖,其係顯示水、D〇WFAX清潔劑 酸及脂肪酸(乙酸及辛酸)之重大之液晶相區域。 於較佳實施例之詳細之進一步討論,烷基二苯基氧化 物磺酸酸界面活性劑係如化學式I所示之使用A1C13作為催 化劑之烯烴及二苯基氧化物之佛里德爾-克拉夫茨 (Friedel-Crafts)反應產物。5. Description of the invention (4) Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs, where R is a carbon-based base with between 6 and 16. The red chart is not. The first chart shows the impact of various caprylic acid contents on the viscosity of dowfax alkyl diphenyl oxide sulfonate surfactant blends. Figure 2 shows the impact of various caprylic acid contents on the viscosity of the DOFAX alkyl diphenyl oxide sulfonic acid surfactant blend in the high viscosity range. Figure 3 shows the comparison of the impact of ethyl fatty acid, pentyl fatty acid, octyl fatty acid, and decano fatty acid on the viscosity of DOWFAX alkyl diphenyl oxide sulfonate surfactant blends. The third figure shows a three-phase diagram, which shows a significant liquid crystal phase region of water, DOWFAX detergent acid and fatty acid (acetic acid and caprylic acid). In a further discussion of the preferred embodiment in detail, the alkyl diphenyl oxide sulfonic acid surfactant is an olefin using A1C13 as a catalyst and a Friedel-Kraft diphenyl oxide as shown in Chemical Formula I Product of Friedel-Crafts reaction.
化學式IChemical formula I
二苯基氧化物係以過量存在且被循環。反應產生單烷 基二苯基氧化物及二烷基二苯基氧化物之混合物。單烷基 化對二烷基化之比例可依產物之最終使用而達最佳化。 此方法之下一步驟係烷基化物與磺化試劑反應。此反 應(化學式II)係於用以稀釋反應物及作為用於反應内之 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) (請先閱讀背面之注意事項再填寫本頁)The diphenyl oxide is present in excess and is recycled. The reaction produces a mixture of monoalkyldiphenyl oxide and dialkyldiphenyl oxide. The ratio of monoalkylation to dialkylation can be optimized depending on the final use of the product. The next step in this method is the reaction of an alkylate with a sulfonating reagent. This reaction (chemical formula II) is used to dilute the reactants and as the paper size used in the reaction, the Chinese National Standard (CNS) A4 specification (210 X 297 mm) is applied (please read the precautions on the back before filling in this page)
524716 A7 B7524716 A7 B7
經濟部智慧財產局員工消費合作社印製 五、發明說明(Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs
SO3之稀釋劑之溶劑内進行。 化學式IISO3 in a solvent of diluent. Chemical formula II
此反應一般產生依據化學式III-VI之單磺酸鹽及二磺 酸鹽之混合物。二磺化之程度係藉由產物之最終使用決定 。一般’二磺化程度係高於80%。商業反應混合物内之主 要組份係化學式IV之單烷基二苯基氧化物二磺酸鹽 (MADS),且化學式ΙΠ之單烷基二苯基氧化物單磺酸鹽 (MAMS)、化學式V之二烧基二苯基氧化物單續酸鹽(dams) 及化學式VI之二烧基二苯基氧化物二續酸鹽(dads)基本 上提供剩餘量。This reaction generally produces a mixture of monosulfonic acid salts and disulfonic acid salts according to formula III-VI. The degree of disulfonation is determined by the final use of the product. Generally, the degree of disulfonation is higher than 80%. The main components in the commercial reaction mixture are the monoalkyl diphenyl oxide disulfonate (MADS) of chemical formula IV, and the monoalkyl diphenyl oxide monosulfonate (MAMS), chemical formula V The bis-alkyl diphenyl oxide monobasic acid salts (dams) and the bis-alkyl diphenyl oxide monobasic acid salts (dads) of Chemical Formula VI basically provide the remaining amount.
化學式IIIChemical formula III
本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) (請先閱讀背面之注意事項再填寫本頁)This paper size applies to China National Standard (CNS) A4 (210 X 297 mm) (Please read the precautions on the back before filling this page)
五、發明說明(6 ) so3hV. Description of the invention (6) so3h
經濟部智慧財產局員工消費合作社印製 524716 A7 _______ B7Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs 524716 A7 _______ B7
化學式IVChemical formula IV
so3h so3hso3h so3h
化學式V 及Chemical formula V and
化學式VI so3hChemical formula VI so3h
so3h 5 烷基二苯基氧化物磺酸鹽及其傳統製備方法係已知且 其被參考以作為描述本發明。製備及處理之代表性方法係 揭示於美國專利第 2,990,375 ; 3,264,242 ; 3,634,272 ; 3,945,437及5,015,367號案。商業上可獲得之物種主要(大 於85%)係二磺酸鹽(上述之DADS及MADS),及單-及二_燒 基之混合物,且二:!:完基化(上述之DADS及DAMS)之百分 率係5至25%,且單烷基化(上述之MAMS及MADS)之百分 率係75至95%。最典型者,商業上可獲得之物種係85%之 單烷基及15%之二烷基。so3h 5 alkyldiphenyl oxide sulfonate and its traditional method of preparation are known and referenced to describe the present invention. Representative methods of preparation and processing are disclosed in U.S. Patent Nos. 2,990,375; 3,264,242; 3,634,272; 3,945,437 and 5,015,367. Commercially available species are mainly (greater than 85%) disulfonates (DADS and MADS as described above), and mixtures of mono- and di-alkynyl groups, and two:!: Endylization (DADS and DAMS as described above) ) The percentage is 5 to 25%, and the percentage of monoalkylation (MAMS and MADS mentioned above) is 75 to 95%. Most typically, commercially available species are 85% monoalkyl and 15% dialkyl.
Steinhauer等人教示之傳統方法略述一系列步驟,第 一步驟包含藉由於50°C與100°C間之溫度且於佛里德爾-克 拉夫茨催化劑存在中使烯烴或烯烴化物(諸如,三丙嫦 、四丙烯、五丙烯或十二烷基溴化物)與二苯基醚反應製 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) (請先閱讀背面之注意事項再填寫本頁}The traditional method taught by Steinhauer et al. Outlines a series of steps. The first step involves the use of olefins or alkene compounds (such as, three, etc.) in the presence of Friedel-Krafts catalysts due to temperatures between 50 ° C and 100 ° C. Propylene, tetra-propylene, penta-propylene or dodecyl bromide) reacted with diphenyl ether to produce paper. The paper size is applicable to China National Standard (CNS) A4 (210 X 297 mm) (Please read the precautions on the back before reading) Fill out this page}
9 524716 A79 524716 A7
五、發明說明(7 ) 經濟部智慧財產局員工消費合作社印製 備烷基二苯基醚。反應混合物以水清洗以移除催化劑,相 分離。及富有機相被蒸餾以獲得由單烷基化二苯基醚及二 烷基化二苯基醚之混合物組成之分餾物。每一二苯基醚分 子之烷基取代基之數目可藉由調整反應物之相對比例而控 制。另外,蒸餾可被施行以便使單烷基化及二烷基化之二 苯基醚彼此分離及與較低或較高沸點之組份分離,其後單 烷基化及二烷基化之二苯基醚分餾物可以所欲比例混合。 單烧基化及二烧基化之二苯基_之混合物其後與續化 試劑反應(諸如,氯磺酸、磺酸及三氧化硫)於惰性溶劑内 反應。 今曰之一般方法係使用不飽和烴(諸如,6至16個碳範 圍内之α-烯烴)與二苯基氧化物於Alcl3存在中反應。18_3〇 個碳原子之更高範圍之α -烯烴與二苯基氧化物於A1C13存 在中反應對於成未來界面活性劑需求保持某些承諾。單烷 基化對二烷基化之比例係藉由烯烴對二苯基氧化物之比例 控制。循環之過量二苯基氧化物被純化及再使用。反應速 率及產率係藉由催化劑含量及烷基化溫度控制。過高温度 及過量催化劑產生更高之二烷基化及三烷基化程度。低溫 造成烯烴之低轉化。濃度、催化及溫度之比例對於使反應 產物於整個生產週期間保持一致係重要的。催化劑自處理 流體移除,且粗製之反應混合物被汽提過量之二苯基氧化 物。另外之純化於磺化反應前被選擇性作用之。 磺化一般係於溶劑内完成。溶劑提供分配磺化試、避 免局部化燃燒及反應產物產率損失之價值,且作為控制反 (請先闓讀背面之注意事項再填寫本頁)V. Description of the invention (7) Alkyl diphenyl ether is printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs. The reaction mixture was washed with water to remove the catalyst and the phases were separated. The organic-rich phase is distilled to obtain a fraction which consists of a mixture of mono-alkylated diphenyl ether and di-alkylated diphenyl ether. The number of alkyl substituents per diphenyl ether molecule can be controlled by adjusting the relative proportions of the reactants. In addition, distillation can be performed to separate monoalkylated and dialkylated diphenyl ethers from each other and from lower or higher boiling components, followed by monoalkylated and dialkylated bis The phenyl ether fractions can be mixed in a desired ratio. The mixture of mono- and di-alkylated diphenyl groups is then reacted with a continuation reagent (such as chlorosulfonic acid, sulfonic acid, and sulfur trioxide) in an inert solvent. The general method today refers to the use of unsaturated hydrocarbons (such as alpha-olefins in the 6 to 16 carbon range) with diphenyl oxides in the presence of Alcl3. Alpha-olefins with a higher range of 18-30 carbon atoms react with diphenyl oxides in the presence of A1C13 to maintain certain promises for future surfactant demand. The ratio of monoalkylation to dialkylation is controlled by the ratio of olefin to diphenyl oxide. The recycled excess of diphenyl oxide is purified and reused. The reaction rate and yield are controlled by the catalyst content and the alkylation temperature. Excessive temperatures and excess catalyst result in a higher degree of dialkylation and trialkylation. Low temperatures cause low conversion of olefins. The ratio of concentration, catalysis, and temperature is important to keep the reaction products consistent throughout the production week. The catalyst was removed from the treatment fluid and the crude reaction mixture was stripped of excess diphenyl oxide. The other purifications are selectively applied before the sulfonation reaction. Sulfonation is usually done in a solvent. The solvent provides the value of distributing sulfonation test, avoiding localized combustion and loss of reaction product yield, and serves as a control counter (please read the notes on the back before filling this page)
524716 五、發明說明( 經 濟 部 智 慧 財 產 局 員 工 消 費 合 作 社 印 製 A7 B7 應1理溫度之熱移除介f。現今商業處理路徑係使用二氧 化硫、二氣甲烧或空氣作為反應溶劑。空氣磺化方法除去 移除及循環液體反應溶劑之需要,且用以於現場產生 。液體溶劑需使用液體S〇3,其係於添加至磺化反應器前 被稀釋於溶劑内。三氧化硫及氯續酸係二種最#遍之續化 試劑。 於〜化作用後,(1)磺酸與其稀釋劑分離,(2)無水酸 (HAA)以水稀釋,及(3)被稀釋之酸之中和反應選擇性地以 諸如氫氧化鈉之鹼金屬鹼實施。物料係依消費者需求以鼓 狀或塊狀裝貨包裝及出售。 、/辰縮HAA之高黏度係自與液晶存在有關之性質衍生 出。此作用係於咼於6之疏水物鏈長度起始之,於至16鏈 長度之觀察樣品内係逐漸顯著,且被預期以更顯著擴大至 諸如經由18-30個碳原子之更高範圍之烴與二苯基氧 化物反應而考量者之情況。因此,液晶破壞劑或結晶結構 破壞劑係兩度期望之作為使有用黏度於有用之ΗΑΑ固體 範圍(即60-95%之固體範圍)之添加劑。關於此事,摻合物 内之額外組份係最期望的,其破壞高活性酸(HAA)液晶結 構’且不會賦形成之摻合物非所欲之性質。關於此事,二 甲基甲醯胺(DMF)及甲基甲醯胺(MF)能有效破壞用於衍生 DOWFAX界面活性劑之烷基二苯基氧化物磺酸摻合物内 之液晶結構;但DMF及MF對於使用係不利的,因為所宣 稱之健康考量之故。 已發現添加脂肪酸(例如,辛酸或月桂酸)至高濃縮界 (請先闓讀背面之注意事項再填寫本頁)524716 V. Description of the invention (printed by A7 B7, Consumer Cooperative of Intellectual Property Bureau of the Ministry of Economic Affairs, heat removal medium f. The current commercial processing path uses sulfur dioxide, digas, or air as the reaction solvent. Air sulfonation The method removes the need to remove and circulate the liquid reaction solvent, and is used to generate on-site. The liquid solvent needs to use liquid S03, which is diluted in the solvent before adding to the sulfonation reactor. Sulfur trioxide and chlorine continued The acid is the two most continuous reagents. After ~ 1, the sulfonic acid is separated from its diluent, (2) the anhydrous acid (HAA) is diluted with water, and (3) the diluted acid The reaction is selectively carried out with an alkali metal base such as sodium hydroxide. The materials are packaged and sold in drum or block according to consumer demand. The high viscosity of / shrinkage HAA is due to the properties related to the existence of liquid crystals Derived. This effect starts at a hydrophobe chain length of less than 6 and is gradually significant in observation samples up to 16 chain lengths, and is expected to expand more significantly, such as via 18-30 carbon atoms. High range Hydrocarbon reacts with diphenyl oxide in consideration of the situation. Therefore, the liquid crystal destroying agent or crystal structure destroying agent is twice expected to make the useful viscosity in the useful solid state range (ie, the solid range of 60-95%). Additives. With regard to this matter, the additional components in the blend are the most desirable, which destroy the liquid crystal structure of the highly active acid (HAA) and do not impart undesired properties to the formed blend. Regarding this matter, two Methylformamide (DMF) and methylformamide (MF) can effectively destroy the liquid crystal structure in the alkyl diphenyl oxide sulfonic acid blend used to derive DOWFAX surfactants; Use is unfavorable due to claimed health considerations. Fatty acids (such as caprylic acid or lauric acid) have been found to be added to the high concentration world (please read the precautions on the back before filling this page)
524716524716
五、發明說明(9 ) 經濟部智慧財產局員工消費合作社印製 面活性劑碩酸可大量降低界 ®,古性劑黏度及改良HAA之操作特性。使用此一添加劑形忐 — J小成特疋摻合物能製備及使用濃縮酸形式之此等界面活性劑。 於另外之實施财,料化作用前使肋酸與烧基二苯基氧化物混合亦提供界面活性劑黏度之降低及haa物料之改良操作特性。 甲酸、乙酸、丙酸、丁酸、戊酸、己酸、庚酸、辛酸 、壬酸、癸酸、十一碳酸或十二碳酸(月桂酸)皆提供低黏 度HAA組成物之優點,以將以範例及圖示中之樣品資料 作參考以進一步描述之。 範例1 : 含有自甲酸至月桂酸之直鏈羧酸之樣品與代表性之具 有16個碳之疏水物侧鏈之烷基二苯基氧化物磺酸界面活性 劑(DOWFAX清潔劑酸,94重量❻/〇濃度)以以dowFAX含量 為基準之ίο重量%羧酸之量摻合。此等樣品之黏度於4(rc 測量’結果如第1表所列示。 布魯克菲爾德可程式化流變計(HDAV-III型)被用以測 量DOWFAX酸樣品之黏度。所用錠子之尺寸係sc乒21。 樣品黏度於40°C測量,Thermosel溫度控制台時之溫度係 穩定的。 約8宅升之樣品被置於流變計腔室内。鍵子被插入腔 室内,如此樣品覆蓋錠子軸之1/8英吋。腔室被置於溫度 控制台且錠子係連接至流變計。流變計係自動歸零。以 1RPM開始攪拌,且使樣品溫度平衡1〇分鐘。於1〇分鐘後 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 12 (請先閱讀背面之注意事項再填寫本頁)V. Description of the invention (9) Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economics Surfactant Sodium Acid can greatly reduce the viscosity of the ®, antiseptic and improve the operating characteristics of HAA. Using this additive-shaped 忐 —J Xiaocheng special 疋 blend can prepare and use these surfactants in concentrated acid form. In other implementations, mixing ribic acid with calcined diphenyl oxide before charging also provides reduced surfactant viscosity and improved operating characteristics of haa materials. Formic acid, acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid, capric acid, undecanoic acid, or dodecanoic acid (lauric acid) all provide the advantages of low viscosity HAA compositions to The sample data in the examples and diagrams are used as references for further description. Example 1: A sample containing a linear carboxylic acid from formic acid to lauric acid and a representative alkyl diphenyl oxide sulfonic acid surfactant with a 16 carbon hydrophobic side chain (DOWFAX detergent acid, 94 weight浓度 / 〇 concentration) is blended in an amount of 重量% by weight of carboxylic acid based on the dowFAX content. The viscosity of these samples is at 4 (rc measurement 'results are shown in Table 1. Brookfield Programmable Rheometer (HDAV-III) is used to measure the viscosity of DOWFAX acid samples. The size of the spindle used is sc ping 21. The viscosity of the sample is measured at 40 ° C. The temperature of the Thermosel temperature console is stable. About 8 liters of sample is placed in the rheometer chamber. The keys are inserted into the chamber so that the sample covers the spindle 1/8 inch of the shaft. The chamber is placed on a temperature console and the spindle system is connected to the rheometer. The rheometer system is automatically zeroed. Start stirring at 1 RPM and allow the sample temperature to equilibrate for 10 minutes. At 1 〇 After this minute, the paper size will be in accordance with Chinese National Standard (CNS) A4 (210 X 297 mm) 12 (Please read the precautions on the back before filling this page)
524716 A7 B7 五、發明說明(10) ,馬達被停止,樣品置靜5分鐘,然後馬達再次起動。於 錠子5次旋轉後取得讀數。攪拌被增加且記錄轉矩至超過 儀器上之允許轉矩為止。下述方程式被用以使轉矩轉化成 黏度(單位係cP): 黏度= 100/RPM*TK*SMC*轉矩 轉矩常數(TK)=2 錠子複常數(SMC)=5 第1表 結構-DO WFAX清潔劑界面活性劑中之魏酸添加劑之黏度改質性質 [9.1重量%羧酸,85.5重量%2DOWFAX清潔劑,5.4重量%之水] (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 羧酸 黏度,cP 俗名(系統名稱) (於 40.8°C) 蟻酸 (甲酸) 7030 醋酸 (乙酸) 5847 丙酸 (丙酸) 4965 酪酸 (丁酸) 5227 纈草酸 (戊酸) 4970 羊油酸 (己酸) 6333 庚酸 (庚酸) 6290 羊脂酸 (辛酸) 9360 天竺葵酸 (壬酸) 9120 羊蠟酸 (癸酸) 15820 月桂酸 (十二碳酸) 18040 13 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 五 經濟部智慧財產局員工消費合作社印製 524716 A7 ----------B7 發明說明(U) 範例2 : 含有各種不同濃度(以DOWFAX酸含量為基準之2至5〇 重量%)之代表性羧酸(辛酸)之樣品於各種不同水性稀釋程 度(44至94重量❹/gD0WFAx酸)與具1卜碳之疏水物側鏈之代 表性烧基二苯基氧化物磺酸界面活性劑(DOWFAX清潔劑 酸,或第1及2圖之DD-HAA)摻合。每一樣品被摻合至均 質化。此等樣品之黏度於4(rc以範例1所示方法測量。此 4測量結果如第1及2圖所示。 某些樣品(a)展現具非常高黏度之液晶行為及(b)於稠 度變成固態狀。此等樣品典型上展現超過流變計上測量極 限之黏度(l,〇〇〇,〇〇〇cp),且此等樣品於圖中顯示具有524716 A7 B7 5. Description of the invention (10), the motor is stopped, the sample is allowed to stand for 5 minutes, and then the motor is started again. Take a reading after 5 spins of the spindle. Agitation is increased and the torque is recorded until the permissible torque on the instrument is exceeded. The following equation is used to convert the torque into viscosity (units cP): Viscosity = 100 / RPM * TK * SMC * Torque torque constant (TK) = 2 Spindle complex constant (SMC) = 5 Table 1 Structure-Viscosity Modification Properties of Weic Acid Additive in DO WFAX Detergent Surfactant [9.1% by weight carboxylic acid, 85.5% by weight 2 DOWFAX Detergent, 5.4% by weight water] (Please read the precautions on the back before filling in this Page) Printed carboxylic acid viscosity, cP Common name (system name) (at 40.8 ° C) Formic acid (formic acid) 7030 Acetic acid (acetic acid) 5847 Propionic acid (propionic acid) 4965 Butyric acid (butyric acid) 5227 Valeric acid (valeric acid) 4970 Capric acid (hexanoic acid) 6333 Heptanoic acid (heptanoic acid) 6290 Capric acid (caprylic acid) 9360 Pelargoic acid (nonanoic acid) 9120 Capric acid (capric acid) 15820 Lauric acid (twelve) Carbonic acid) 18040 13 This paper size is applicable to Chinese National Standard (CNS) A4 specifications (210 X 297 mm). Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs 524716 A7 ---------- B7 Invention Description ( U) Example 2: Contains various concentrations (based on DOWFAX acid content 2 to 50% by weight) of representative carboxylic acid (octanoic acid) samples at various aqueous dilutions (44 to 94% by weight / gD0WFAx acid) and representative alkyl groups with 1 carbon carbon hydrophobe side chains Phenyl oxide sulfonic acid surfactant (DOWFAX detergent acid, or DD-HAA in Figures 1 and 2) is blended. Each sample was blended until homogenization. The viscosity of these samples was measured at 4 (rc using the method shown in Example 1. The results of these 4 measurements are shown in Figures 1 and 2. Some samples (a) exhibited a very high viscosity liquid crystal behavior and (b) consistency Becomes solid. These samples typically exhibit a viscosity (1,000, 000, cp) that exceeds the measurement limit on the rheometer, and these samples are shown in the figure with
l,000,000cP之黏度。不含羧酸(“〇重量%〇A,,)之DOWFAX 清潔劑酸之行為於第圖中被顯示以作為比較用。 第1圖中之液晶相之開始於69〇/〇至90〇/〇固體範圍内(依 特殊辛酸濃而定)隨固體減低之黏度快速上升處係明顯的 。僅於30重量%辛酸處液晶相被明顯抑制。 範例3 : 含有各種不同濃度(2至30重量°/〇)之四種代表性羧酸( 乙酸、戊酸、辛酸及癸酸)之樣品之每一者係與具16-碳疏 水物側鏈之代表性烷基二苯基氧化物磺酸界面活性劑 (DOWFAX清潔劑酸,94重量%濃度)摻合。每一樣品被摻 合至均質化。此等樣品之黏度於40°C以範例1所示之方法 測量。此等測量結果係如第3圖所示。不含羧酸之d〇WFAX 清潔劑酸之行為(圖上之,,〇重量%添加劑濃度,,)被顯示以作 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) (請先閱讀背面之注意事項再填寫本頁) 訂-· --線· 14 524716 A7 _ B7 五、發明說明(12) 為比較用。第3圖中之高於〇〇/〇之濃度之所有酸之資料與0〇/〇 之情況者比較有助於進一步例示脂肪酸對於HAA(諸如被 測試之DOWFAX清潔劑酸)之一般黏度降低之影響。 第3圖中之資料指示於5重量%脂肪酸濃度時之脂肪酸 鏈長度對黏度降低具更高顯著性。 範例4 : 含有各種比例之乙酸或辛酸(作為代表性羧酸)、具有 16-碳疏水物側鏈之代表性烧基二苯基氧化物續酸界面活 性劑(DOWFAX清潔劑酸)及水之樣品被製備。每一樣品被 摻合至均質化為止。每一樣品之光澤視覺檢測被為之以鑑 別固態狀液晶相之存在。界定展現此一高黏度相之樣品之 組成之資料被繪於三相圖上以確認相邊界。具乙酸或辛酸 之摻合物之邊界區域係如第4圖所示。 第4圖之三相圖顯示水、DOWFAX界面活性劑酸及二 脂肪酸(乙酸及辛酸)之顯著液晶相區域。相邊界被指示, 其間黏度於室溫及室壓測量1百萬厘泊或更大。高黏度區 域強調本發明之所述實施例之於混合烷基二苯基氧化物磺 酸界面活性劑及脂肪摻合物添加水之重要性。需注意成功 地混合HAA及水需留意有關依第4圖所描述之相控制之組 份濃度之進行。關於此點,於產生供使用及出售之界面活 性劑中使用高縮HAA時,烷基二苯基氧化物磺酸界面活 性劑/脂肪酸混合物需被添加至水;於產生供使用及出售 之界面活性劑中使用高縮HAA時,水不應被添加至烷基 二苯基氧化物磺酸界面活性劑/脂肪酸混合物。關於此點 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) (請先·讀背面之注意事項再填寫本頁) 訂· 丨線· 經濟部智慧財產局員工消費合作社印製 15 524716 A7 B7 五、發明説明(13 ) ,參考第4圖,水添加至烷基二苯基氧化物磺酸界面活性劑 /脂肪酸混合物會誘發混合物中實際液晶之形成,且造成混 合物使用時太黏,因為以水稀釋HAA產生進入液晶區域之 結果。 範例5 : 以DOWFAX清潔劑酸之預期含量為基準之10重量%之 濃度之辛酸於磺化反應期間添加至烷基化物。於相同條件 下不含辛酸之比較反應產生展現40,200cP黏度之DOWFAX 清潔劑酸。含有10重量%辛酸之磺化反應產物具有3,100cP 之黏度。 於所述實施例中使用脂肪酸所得之有利結果指示脂肪 醇、脂肪胺或具有C6-C18範圍之線性烷證明所討論之實施 例摻合物之考量及實驗研究。 圖式簡單說明 第1圖係顯示各種辛酸含量對DOWFAX烷基二苯基氧 化物磺酸界面活性劑摻合物之黏度之衝擊。 第2圖係顯示各種辛酸含量對高黏度範圍之DOWFAX 烧基二苯基氧化物確酸界面活性劑摻合物之黏度之衝擊。 第3圖係顯示乙脂肪酸、戊脂肪酸、辛脂肪酸及癸脂肪 酸之對DOWFAX烷基二笨基氧化物磺酸界面活性劑摻合 物之黏度之比較衝擊。 第4圖係顯示水、DOWFAX界面活性劑酸及二脂肪酸( 乙酸及辛酸)之顯著液晶相區域之三相圖。 本紙張尺度適用中國國家標準(CNS) A4規格(210X297公釐) -------------------攀-----------------、可------------------線. (請先閲讀背面之注意事項再填寫本頁) 16Viscosity of 1,000,000 cP. The behavior of DOWFAX cleaner acid without carboxylic acid ("0% by weight 0A,") is shown in the figure for comparison. The liquid crystal phase in figure 1 starts at 69/90 to 90 / 〇In the solid range (depending on the concentration of special octanoic acid), the viscosity rises rapidly with the decrease of the solid. The liquid crystal phase is significantly suppressed only at 30% by weight of octanoic acid. Example 3: Contains various concentrations (2 to 30%) / 〇) of each of the four representative carboxylic acids (acetic acid, valeric acid, caprylic acid and capric acid) samples are each a representative alkyl diphenyl oxide sulfonic acid with a 16-carbon hydrophobe side chain Active agent (DOWFAX detergent acid, 94% by weight) was blended. Each sample was blended to homogenize. The viscosity of these samples was measured at 40 ° C by the method shown in Example 1. The results of these measurements are as follows Shown in Figure 3. The behavior of dowfax cleaner acid without carboxylic acid (in the figure, 0% by weight additive concentration,) is shown as the paper size applicable to the Chinese National Standard (CNS) A4 specification ( 210 X 297 mm) (Please read the notes on the back before filling this page) Order --- --- 14 524716 A7 _ B7 V. Description of the invention (12) For comparison. The information of all acids with a concentration higher than 〇 / 〇 in Figure 3 compared with the case of 〇 / 〇 helps to further illustrate the fatty acids. The effect of the general viscosity reduction of HAA (such as the DOWFAX detergent acid tested). The data in Figure 3 indicate that the fatty acid chain length at the concentration of 5% by weight fatty acid is more significant for the viscosity reduction. Example 4: Contains various Samples of acetic or octanoic acid (as representative carboxylic acids), representative alkyl diphenyl oxide continued acid surfactants (DOWFAX detergent acids), and water with a 16-carbon hydrophobe side chain were prepared in proportions. Each A sample is blended until homogenization. The visual inspection of the gloss of each sample is used to identify the existence of a solid-state liquid crystal phase. The information defining the composition of the sample exhibiting this high viscosity phase is plotted on a three-phase diagram to Confirm the phase boundary. The boundary region with the blend of acetic acid or caprylic acid is shown in Figure 4. The three-phase diagram of Figure 4 shows the significant liquid crystal phases of water, DOWFAX surfactants, and difatty acids (acetic acid and caprylic acid). The phase boundary is indicated, during which the viscosity is measured at room temperature and room pressure to 1 million centipoise or greater. The high viscosity region emphasizes the interfacial activity at the mixed alkyl diphenyl oxide sulfonic acid according to the embodiment of the present invention The importance of adding water to fats and fat blends. Note that the successful mixing of HAA and water requires attention to the concentration of the components controlled according to the phase described in Figure 4. In this regard, in the production and sale of When using high shrinkage HAA in the surfactant, the alkyl diphenyl oxide sulfonate surfactant / fatty acid mixture needs to be added to the water; when using the high shrinkage HAA in producing and selling the surfactant, the water does not Should be added to the alkyldiphenyl oxide sulfonic acid surfactant / fatty acid mixture. About this point, this paper size applies the Chinese National Standard (CNS) A4 specification (210 X 297 mm) (Please read the precautions on the back before filling out this page) Preparation 15 524716 A7 B7 5. Description of the invention (13), referring to Figure 4, the addition of water to the alkyl diphenyl oxide sulfonate surfactant / fatty acid mixture will induce the formation of actual liquid crystals in the mixture, and when the mixture is used Too viscous because diluting HAA with water results in entering the liquid crystal region. Example 5: Caprylic acid at a concentration of 10% by weight based on the expected content of DOWFAX detergent acid is added to the alkylate during the sulfonation reaction. A comparative reaction without octanoic acid under the same conditions produces a DOWFAX detergent acid exhibiting a viscosity of 40,200 cP. The sulfonation reaction product containing 10% by weight caprylic acid had a viscosity of 3,100 cP. The favorable results obtained using fatty acids in the described examples indicate that fatty alcohols, fatty amines or linear alkanes having a C6-C18 range demonstrate the considerations and experimental studies of the blends of the examples in question. Brief Description of the Drawings Figure 1 shows the impact of various caprylic acid contents on the viscosity of DOWFAX alkyl diphenyl oxide sulfonate surfactant blends. Figure 2 shows the impact of various octanoic acid contents on the viscosity of DOWFAX alkyl-diphenyl oxide surfactant blends in the high viscosity range. Figure 3 shows the comparison of the impact of ethyl fatty acid, pentyl fatty acid, octyl fatty acid, and decyl fatty acid on the viscosity of DOWFAX alkyl dibenzyl oxide sulfonic acid surfactant blends. Figure 4 is a three-phase diagram showing the significant liquid crystal phase region of water, DOWFAX surfactants, and difatty acids (acetic acid and caprylic acid). This paper size applies to China National Standard (CNS) A4 specification (210X297 mm) ------------------- pan ------------- ---- 、 Can ------------------ line. (Please read the notes on the back before filling this page) 16
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