CA2742231A1

CA2742231A1 - Treated textile material for use in aquatic environments

Treated textile material for use in aquatic environments Download PDF

Info

Publication number: CA2742231A1
Authority: CA; Canada
Prior art keywords: weight; monomers; substituted; binder; derivatives
Prior art date: 2008-11-04
Legal status : Abandoned

Application number

CA2742231A

Other languages

English (en)

French (fr)

Inventor

Ulrich Karl

Current Assignee

BASF SE

Original Assignee

BASF SE

Priority date

2008-11-04

Filing date

2009-10-27

Publication date

2010-05-14

2009-10-27 Application filed by BASF SE filed Critical BASF SE

2010-05-14 Publication of CA2742231A1 publication Critical patent/CA2742231A1/en

Status Abandoned legal-status Critical Current

Links

239000000463 material Substances 0.000 title claims abstract description 69
239000004753 textile Substances 0.000 title claims abstract description 50
239000011230 binding agent Substances 0.000 claims abstract description 83
239000000178 monomer Substances 0.000 claims abstract description 76
239000003139 biocide Substances 0.000 claims abstract description 57
239000000203 mixture Substances 0.000 claims abstract description 54
239000002519 antifouling agent Substances 0.000 claims abstract description 45
230000003373 anti-fouling effect Effects 0.000 claims abstract description 33
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
229920005822 acrylic binder Polymers 0.000 claims abstract description 21
125000003118 aryl group Chemical group 0.000 claims abstract description 16
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 13
239000004814 polyurethane Substances 0.000 claims abstract description 13
229920002635 polyurethane Polymers 0.000 claims abstract description 13
125000000008 (C1-C10) alkyl group Chemical group 0.000 claims abstract description 12
150000002009 diols Chemical class 0.000 claims abstract description 12
125000005442 diisocyanate group Chemical group 0.000 claims abstract description 11
239000000654 additive Substances 0.000 claims abstract description 10
238000007720 emulsion polymerization reaction Methods 0.000 claims abstract description 10
239000005977 Ethylene Substances 0.000 claims abstract description 9
239000005056 polyisocyanate Substances 0.000 claims abstract description 8
229920005862 polyol Polymers 0.000 claims abstract description 8
150000003077 polyols Chemical class 0.000 claims abstract description 8
125000002947 alkylene group Chemical group 0.000 claims abstract description 7
125000000732 arylene group Chemical group 0.000 claims abstract description 7
238000006243 chemical reaction Methods 0.000 claims abstract description 7
239000003125 aqueous solvent Substances 0.000 claims abstract description 6
150000001991 dicarboxylic acids Chemical class 0.000 claims abstract description 6
229920001228 polyisocyanate Polymers 0.000 claims abstract description 6
229920000582 polyisocyanurate Polymers 0.000 claims abstract description 6
150000002763 monocarboxylic acids Chemical class 0.000 claims abstract description 5
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims abstract description 4
125000001153 fluoro group Chemical group F* 0.000 claims abstract description 4
239000011495 polyisocyanurate Substances 0.000 claims abstract description 4
239000011877 solvent mixture Substances 0.000 claims abstract description 3
-1 dithiocarbamic acid thio anhy-dride Chemical class 0.000 claims description 131
239000000306 component Substances 0.000 claims description 83
230000003115 biocidal effect Effects 0.000 claims description 45
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 35
239000003795 chemical substances by application Substances 0.000 claims description 31
238000000034 method Methods 0.000 claims description 25
229910052751 metal Inorganic materials 0.000 claims description 23
239000002184 metal Substances 0.000 claims description 23
150000003839 salts Chemical class 0.000 claims description 19
239000010949 copper Substances 0.000 claims description 16
239000011572 manganese Substances 0.000 claims description 16
229910052802 copper Inorganic materials 0.000 claims description 15
229910052725 zinc Inorganic materials 0.000 claims description 14
239000011701 zinc Substances 0.000 claims description 14
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 12
238000009360 aquaculture Methods 0.000 claims description 12
244000144974 aquaculture Species 0.000 claims description 11
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 9
229910052748 manganese Inorganic materials 0.000 claims description 9
XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 claims description 8
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 8
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 8
CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 claims description 8
CWKFPEBMTGKLKX-UHFFFAOYSA-N picolinafen Chemical compound C1=CC(F)=CC=C1NC(=O)C1=CC=CC(OC=2C=C(C=CC=2)C(F)(F)F)=N1 CWKFPEBMTGKLKX-UHFFFAOYSA-N 0.000 claims description 8
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
241001465754 Metazoa Species 0.000 claims description 7
150000001875 compounds Chemical class 0.000 claims description 7
XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 7
229910052742 iron Inorganic materials 0.000 claims description 7
TUBQDCKAWGHZPF-UHFFFAOYSA-N 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate Chemical compound C1=CC=C2SC(SCSC#N)=NC2=C1 TUBQDCKAWGHZPF-UHFFFAOYSA-N 0.000 claims description 6
ANMHCSPYNHLSEO-UHFFFAOYSA-N 1-iodohept-1-yn-4-yl carbamate Chemical compound CCCC(OC(N)=O)CC#CI ANMHCSPYNHLSEO-UHFFFAOYSA-N 0.000 claims description 6
239000005596 Picolinafen Substances 0.000 claims description 6
WOZQBERUBLYCEG-UHFFFAOYSA-N SWEP Chemical compound COC(=O)NC1=CC=C(Cl)C(Cl)=C1 WOZQBERUBLYCEG-UHFFFAOYSA-N 0.000 claims description 6
230000002633 protecting effect Effects 0.000 claims description 6
WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 claims description 6
SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 5
OBLNWSCLAYSJJR-UHFFFAOYSA-N Quinoclamin Chemical compound C1=CC=C2C(=O)C(N)=C(Cl)C(=O)C2=C1 OBLNWSCLAYSJJR-UHFFFAOYSA-N 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 5
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 4
150000001408 amides Chemical class 0.000 claims description 4
150000001565 benzotriazoles Chemical class 0.000 claims description 4
229910052793 cadmium Inorganic materials 0.000 claims description 4
229910052804 chromium Inorganic materials 0.000 claims description 4
239000011651 chromium Substances 0.000 claims description 4
244000045947 parasite Species 0.000 claims description 4
150000003254 radicals Chemical class 0.000 claims description 4
JQMMMWRCMSBFRK-UHFFFAOYSA-N 1,2,3,4,5-pentachloro-6-[1-iodo-1-[1-iodo-1-(2,3,4,5,6-pentachlorophenyl)prop-2-ynoxy]prop-2-ynyl]benzene Chemical group ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C(I)(C#C)OC(I)(C#C)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl JQMMMWRCMSBFRK-UHFFFAOYSA-N 0.000 claims description 3
OPNUROKCUBTKLF-UHFFFAOYSA-N 1,2-bis(2-methylphenyl)guanidine Chemical compound CC1=CC=CC=C1N\C(N)=N\C1=CC=CC=C1C OPNUROKCUBTKLF-UHFFFAOYSA-N 0.000 claims description 3
FMYSHKHSQFXYRS-UHFFFAOYSA-N 1,4,2-oxathiazine Chemical class O1C=CSC=N1 FMYSHKHSQFXYRS-UHFFFAOYSA-N 0.000 claims description 3
DEBDHBVDRMJAML-UHFFFAOYSA-N 1-(2,3-dihydroindol-1-yl)-2-phenylethanethione Chemical compound C1CC2=CC=CC=C2N1C(=S)CC1=CC=CC=C1 DEBDHBVDRMJAML-UHFFFAOYSA-N 0.000 claims description 3
QJNFJEMGWIQMJT-UHFFFAOYSA-N 1-(4-chlorophenyl)cyclopentane-1-carboxylic acid Chemical compound C=1C=C(Cl)C=CC=1C1(C(=O)O)CCCC1 QJNFJEMGWIQMJT-UHFFFAOYSA-N 0.000 claims description 3
HFKGAYOYTLGSQG-UHFFFAOYSA-N 1-hydroxy-2h-quinolin-2-ol Chemical class C1=CC=C2N(O)C(O)C=CC2=C1 HFKGAYOYTLGSQG-UHFFFAOYSA-N 0.000 claims description 3
HIDBROSJWZYGSZ-UHFFFAOYSA-N 1-phenylpyrrole-2,5-dione Chemical class O=C1C=CC(=O)N1C1=CC=CC=C1 HIDBROSJWZYGSZ-UHFFFAOYSA-N 0.000 claims description 3
SVPKNMBRVBMTLB-UHFFFAOYSA-N 2,3-dichloronaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(Cl)=C(Cl)C(=O)C2=C1 SVPKNMBRVBMTLB-UHFFFAOYSA-N 0.000 claims description 3
UPTVJAJPBGIRLZ-UHFFFAOYSA-N 2-(trichloromethylsulfanyl)-3a,4,5,7a-tetrahydroisoindole-1,3-dione Chemical compound C1CC=CC2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C21 UPTVJAJPBGIRLZ-UHFFFAOYSA-N 0.000 claims description 3
NCDBYAPSWOPDRN-UHFFFAOYSA-N 2-[dichloro(fluoro)methyl]sulfanylisoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)F)C(=O)C2=C1 NCDBYAPSWOPDRN-UHFFFAOYSA-N 0.000 claims description 3
RDAMCMXHPYETRL-UHFFFAOYSA-N 2-pyridin-2-yloxyperoxypyridine Chemical compound C=1C=CC=NC=1OOOC1=CC=CC=N1 RDAMCMXHPYETRL-UHFFFAOYSA-N 0.000 claims description 3
NRAYWXLNSHEHQO-UHFFFAOYSA-N 3-(1-benzothiophen-2-yl)-5,6-dihydro-1,4,2-oxathiazine 4-oxide Chemical compound O=S1CCON=C1C1=CC2=CC=CC=C2S1 NRAYWXLNSHEHQO-UHFFFAOYSA-N 0.000 claims description 3
UZIRFBMYVLTOHJ-UHFFFAOYSA-N 3-(2,4,6-trichlorophenyl)pyrrole-2,5-dione Chemical compound ClC1=CC(Cl)=CC(Cl)=C1C1=CC(=O)NC1=O UZIRFBMYVLTOHJ-UHFFFAOYSA-N 0.000 claims description 3
AMEJPBRBZJNCJP-UHFFFAOYSA-N 3-(4-chlorophenyl)-3-thiophen-2-yl-1,4,2-oxathiazinane 4,4-dioxide Chemical compound C1=CC(Cl)=CC=C1C1(C=2SC=CC=2)S(=O)(=O)CCON1 AMEJPBRBZJNCJP-UHFFFAOYSA-N 0.000 claims description 3
HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 claims description 3
OTAZLPRTHOCVJJ-UHFFFAOYSA-N 3-thiophen-2-yl-5,6-dihydro-1,4,2-oxathiazine 4-oxide Chemical compound O=S1CCON=C1C1=CC=CS1 OTAZLPRTHOCVJJ-UHFFFAOYSA-N 0.000 claims description 3
PORQOHRXAJJKGK-UHFFFAOYSA-N 4,5-dichloro-2-n-octyl-3(2H)-isothiazolone Chemical compound CCCCCCCCN1SC(Cl)=C(Cl)C1=O PORQOHRXAJJKGK-UHFFFAOYSA-N 0.000 claims description 3
BFTGQIQVUVTBJU-UHFFFAOYSA-N 5,6-dihydroimidazo[2,1-c][1,2,4]dithiazole-3-thione Chemical compound C1CN2C(=S)SSC2=N1 BFTGQIQVUVTBJU-UHFFFAOYSA-N 0.000 claims description 3
YSZAXPOWTBYIJG-UHFFFAOYSA-N 6-chloro-2-methyl-9h-pyrido[3,4-b]indol-2-ium;iodide Chemical class [I-].C1=C(Cl)C=C2C3=CC=[N+](C)C=C3NC2=C1 YSZAXPOWTBYIJG-UHFFFAOYSA-N 0.000 claims description 3
KCLPXPUTKVWUCP-UHFFFAOYSA-N B.C1=CC=CC=C1C1=CC=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 Chemical compound B.C1=CC=CC=C1C1=CC=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 KCLPXPUTKVWUCP-UHFFFAOYSA-N 0.000 claims description 3
239000005764 Dithianon Substances 0.000 claims description 3
239000005510 Diuron Substances 0.000 claims description 3
PDQAZBWRQCGBEV-UHFFFAOYSA-N Ethylenethiourea Chemical compound S=C1NCCN1 PDQAZBWRQCGBEV-UHFFFAOYSA-N 0.000 claims description 3
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 3
150000005414 N-phenylbenzamides Chemical class 0.000 claims description 3
150000008378 aryl ethers Chemical class 0.000 claims description 3
DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims description 3
MZGNSEAPZQGJRB-UHFFFAOYSA-N dimethyldithiocarbamic acid Chemical compound CN(C)C(S)=S MZGNSEAPZQGJRB-UHFFFAOYSA-N 0.000 claims description 3
PYZSVQVRHDXQSL-UHFFFAOYSA-N dithianon Chemical compound S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O PYZSVQVRHDXQSL-UHFFFAOYSA-N 0.000 claims description 3
239000012990 dithiocarbamate Substances 0.000 claims description 3
150000004659 dithiocarbamates Chemical class 0.000 claims description 3
150000002148 esters Chemical class 0.000 claims description 3
AWYFNIZYMPNGAI-UHFFFAOYSA-L ethylenebis(dithiocarbamate) Chemical compound [S-]C(=S)NCCNC([S-])=S AWYFNIZYMPNGAI-UHFFFAOYSA-L 0.000 claims description 3
IPENDKRRWFURRE-UHFFFAOYSA-N fluoroimide Chemical compound C1=CC(F)=CC=C1N1C(=O)C(Cl)=C(Cl)C1=O IPENDKRRWFURRE-UHFFFAOYSA-N 0.000 claims description 3
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 3
239000002917 insecticide Substances 0.000 claims description 3
HDHLIWCXDDZUFH-UHFFFAOYSA-N irgarol 1051 Chemical compound CC(C)(C)NC1=NC(SC)=NC(NC2CC2)=N1 HDHLIWCXDDZUFH-UHFFFAOYSA-N 0.000 claims description 3
MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical class O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 claims description 3
229910052759 nickel Inorganic materials 0.000 claims description 3
PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 3
CFJZXULRWKUTOH-UHFFFAOYSA-N o-benzyl benzylsulfanylmethanethioate Chemical compound C=1C=CC=CC=1CSC(=S)OCC1=CC=CC=C1 CFJZXULRWKUTOH-UHFFFAOYSA-N 0.000 claims description 3
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 3
AAEVYOVXGOFMJO-UHFFFAOYSA-N prometryn Chemical compound CSC1=NC(NC(C)C)=NC(NC(C)C)=N1 AAEVYOVXGOFMJO-UHFFFAOYSA-N 0.000 claims description 3
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
229920006395 saturated elastomer Polymers 0.000 claims description 3
229960002447 thiram Drugs 0.000 claims description 3
XNFIRYXKTXAHAC-UHFFFAOYSA-N tralopyril Chemical compound BrC1=C(C(F)(F)F)NC(C=2C=CC(Cl)=CC=2)=C1C#N XNFIRYXKTXAHAC-UHFFFAOYSA-N 0.000 claims description 3
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
MXSVLWZRHLXFKH-UHFFFAOYSA-N triphenylborane Chemical compound C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 MXSVLWZRHLXFKH-UHFFFAOYSA-N 0.000 claims description 3
PGNWIWKMXVDXHP-UHFFFAOYSA-L zinc;1,3-benzothiazole-2-thiolate Chemical compound [Zn+2].C1=CC=C2SC([S-])=NC2=C1.C1=CC=C2SC([S-])=NC2=C1 PGNWIWKMXVDXHP-UHFFFAOYSA-L 0.000 claims description 3
125000006832 (C1-C10) alkylene group Chemical group 0.000 claims description 2
239000005747 Chlorothalonil Substances 0.000 claims description 2
KWYHKXQDUHJSGC-UHFFFAOYSA-N S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O.S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O Chemical compound S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O.S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O KWYHKXQDUHJSGC-UHFFFAOYSA-N 0.000 claims description 2
VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 claims description 2
RKTYLMNFRDHKIL-UHFFFAOYSA-N copper;5,10,15,20-tetraphenylporphyrin-22,24-diide Chemical compound [Cu+2].C1=CC(C(=C2C=CC([N-]2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3[N-]2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 RKTYLMNFRDHKIL-UHFFFAOYSA-N 0.000 claims description 2
WURGXGVFSMYFCG-UHFFFAOYSA-N dichlofluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=CC=C1 WURGXGVFSMYFCG-UHFFFAOYSA-N 0.000 claims description 2
AWYFNIZYMPNGAI-UHFFFAOYSA-N ethylenebis(dithiocarbamic acid) Chemical compound SC(=S)NCCNC(S)=S AWYFNIZYMPNGAI-UHFFFAOYSA-N 0.000 claims description 2
150000002596 lactones Chemical class 0.000 claims description 2
230000000590 parasiticidal effect Effects 0.000 claims description 2
239000002297 parasiticide Substances 0.000 claims description 2
NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 claims description 2
HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 claims description 2
QRJZGVVKGFIGLI-UHFFFAOYSA-N 2-phenylguanidine Chemical compound NC(=N)NC1=CC=CC=C1 QRJZGVVKGFIGLI-UHFFFAOYSA-N 0.000 claims 1
229940123925 Nicotinic receptor agonist Drugs 0.000 claims 1
229940123859 Nicotinic receptor antagonist Drugs 0.000 claims 1
229910019142 PO4 Inorganic materials 0.000 claims 1
125000002490 anilino group Chemical class [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
150000001893 coumarin derivatives Chemical class 0.000 claims 1
WIXFIQKTHUVFDI-UHFFFAOYSA-N menadione sulfonic acid Chemical compound C1=CC=C2C(=O)C(C)(S(O)(=O)=O)CC(=O)C2=C1 WIXFIQKTHUVFDI-UHFFFAOYSA-N 0.000 claims 1
239000000181 nicotinic agonist Substances 0.000 claims 1
239000003367 nicotinic antagonist Substances 0.000 claims 1
235000021317 phosphate Nutrition 0.000 claims 1
229910052708 sodium Inorganic materials 0.000 claims 1
239000011734 sodium Substances 0.000 claims 1
239000012948 isocyanate Substances 0.000 abstract description 12
150000002513 isocyanates Chemical class 0.000 abstract description 12
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 abstract description 10
238000002360 preparation method Methods 0.000 abstract description 9
150000001735 carboxylic acids Chemical class 0.000 abstract description 4
229910052739 hydrogen Inorganic materials 0.000 description 33
239000004744 fabric Substances 0.000 description 27
235000013350 formula milk Nutrition 0.000 description 26
238000009472 formulation Methods 0.000 description 24
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 21
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 21
239000000049 pigment Substances 0.000 description 20
241000251468 Actinopterygii Species 0.000 description 18
235000019688 fish Nutrition 0.000 description 18
238000001035 drying Methods 0.000 description 17
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 16
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 16
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 16
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 16
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 16
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 15
239000002904 solvent Substances 0.000 description 15
125000004432 carbon atom Chemical group C* 0.000 description 14
239000006185 dispersion Substances 0.000 description 13
230000008569 process Effects 0.000 description 13
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 10
125000003542 3-methylbutan-2-yl group Chemical group [H]C([H])([H])C([H])(*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 8
125000001931 aliphatic group Chemical group 0.000 description 8
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 8
239000000834 fixative Substances 0.000 description 8
238000005470 impregnation Methods 0.000 description 8
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