Leuco compounds and compositions comprising the same
US-10717951-B2 · Jul 21, 2020 · US
US11046920B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11046920-B2 |
| Application number | US-201816157116-A |
| Country | US |
| Kind code | B2 |
| Filing date | Oct 11, 2018 |
| Priority date | Oct 12, 2017 |
| Publication date | Jun 29, 2021 |
| Grant date | Jun 29, 2021 |
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A method for treating textile articles including the steps of: (a) providing a laundry care composition comprising a leuco composition; (b) adding the laundry care composition to a liquid medium; (c) placing the textile articles in contact with the liquid medium; (d) depositing at least some portion of the leuco composition onto the textile articles; (e) optionally, rinsing the textile; and (f) drying the textile articles, wherein the leuco composition comprises a leuco colorant with a Photosensitivity Index of greater than or equal to 10.
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We claim: 1. A method for treating textile articles comprising the steps of: (a) providing a laundry care composition comprising a leuco composition; (b) adding the laundry care composition to a liquid medium; (c) placing the textile articles in contact with the liquid medium; (d) depositing at least some portion of the leuco composition onto the textile articles; (e) optionally, rinsing the textile; and (f) drying the textile articles, wherein the leuco composition comprises a leuco colorant with a Photosensitivity Index of greater than or equal to 10, wherein the leuco composition is selected from one or more compounds selected from the group consisting of: (f) mixtures thereof; wherein the ratio of Formula I-IV to its oxidized form is at least 1:3; wherein e and f are independently integers from 0 to 4; wherein each R 20 and R 21 is independently selected from the group consisting of a halogen, a nitro group, alkyl groups, substituted alkyl groups, —NC(O)OR 1 , —NC(O)SR 1 , —OR 1 and —NR 1 R 2 ; wherein each R 25 is independently selected from the group consisting of a monosaccharide moiety, a disaccharide moiety, an oligosaccharide moiety, a polysaccharide moiety, —C(O)R 1 , —C(O)OR 1 , —C(O)NR 1 R 2 ; wherein each R 22 and R 23 is independently selected from the group consisting of hydrogen, an alkyl group, and substituted alkyl groups; wherein R 30 is positioned ortho or para to the bridging amine moiety and is selected from the group consisting of —OR 38 and —NR 36 R 37 , wherein each R 36 and R 37 is independently selected from the group consisting of hydrogen, an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group, an acyl group, R 4 , —C(O)OR 1 , —C(O)R 1 , and —C(O)NR 1 R 2 ; wherein R 38 is selected from the group consisting of hydrogen, an acyl group, —C(O)OR 1 , —C(O)R 1 , and —C(O)NR 1 R 2 ; wherein g and h are independently integers from 0 to 4; wherein each R 31 and R 32 is independently selected from the group consisting of an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group, an alkaryl substituted alkaryl, −(CH 2 ) n —O—R 1 , —(CH 2 ) n —NR 1 R 2 , —C(O)R 1 , —C(O)OR 1 , —C(O)O − , —C(O)NR 1 R 2 , —OC(O)R 1 , —OC(O)OR 1 , —OC(O)NR 1 R 2 , —S(O) 2 R 1 , —S(O) 2 OR 1 , —S(O) 2 O − , —S(O) 2 NR 1 R 2 , —NR 1 C(O)R 2 , —NR 1 C(O)OR 2 , —NR 1 C(O)SR 2 , —NR 1 C(O)NR 2 R 3 , —P(O) 2 R 1 , —P(O)(OR 1 ) 2 , —P(O)(OR 1 )O − , and —P(O)(O − ) 2 , wherein the index n is an integer from 0 to 4; wherein —NR 34 R 35 is positioned ortho or para to the bridging amine moiety and R 34 and R 35 are independently selected from the group consisting of hydrogen, an alkyl, a substituted alkyl, an aryl, a substituted aryl, an alkaryl, a substituted alkaryl, and R 4 ; wherein R 33 is independently selected from the group consisting of hydrogen, —S(O) 2 R 1 , —C(O)N(H)R 1 ; —C(O)OR 1 ; and —C(O)R 1 ; wherein when g is 2 to 4, any two adjacent R 31 groups may combine to form a fused ring of five or more members wherein no more than two of the atoms in the fused ring may be nitrogen atoms; wherein X 40 is selected from the group consisting of an oxygen atom, a sulfur atom, and NR 45 ; wherein R 45 is independently selected from the group consisting of hydrogen, deuterium, an alkyl, a substituted alkyl, an aryl, a substituted aryl, an alkaryl, a substituted alkaryl, —S(O) 2 OH, —S(O) 2 O − , —C(O)OR 1 , —C(O)R 1 , and —C(O)NR 1 R 2 ; wherein R 40 and R 41 are independently selected from the group consisting of —OR 1 and —NR 1 R 2 ; wherein j and k are independently integers from 0 to 3; wherein R 42 and R 43 are independently selected from the group consisting of an alkyl, a substituted alkyl, an aryl, a substituted aryl, an alkaryl, a substituted alkaryl, —S(O) 2 R 1 , —C(O)NR 1 R 2 , —NC(O)OR 1 , —C(O)SR 1 , —C(O)OR 1 , —C(O)R 1 , —NR 1 R 2 ; wherein R 44 is —C(O)R 1 , —C(O)NR 1 R 2 , and —C(O)OR 1 ; wherein R 1 and R 2 are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alkaryl, substituted alkaryl, and R 4 ; R 4 is a organic group composed of one or more organic monomers with said monomer molecular weights ranging from 28 to 500; wherein any charge present in any of the compounds is balanced with a suitable independently selected internal or external counterion, wherein the leuco composition is uncolored and undergoes color change only when contacted with a triggering agent, wherein the laundry care composition comprises an antioxidant. 2. The method for treating textile articles of claim 1 , wherein the laundry care composition provides a Whiteness Improvement Number (WIN x ) of at least 10% 6 hours after dark drying. 3. The method for treating textile articles of claim 1 , wherein the laundry care composition provides a Whiteness Improvement Number (WIN x ) of at least 20% 24 hours after dark drying. 4. The method for treating textile articles of claim 1 , wherein the leuco composition is selected from the group consisting of an oxazine leuco, a thiazine leuco, a hydroquinone leuco, an arylaminophenol leuco and mixtures thereof. 5. The method for treating textile articles of claim 1 , wherein R 4 is selected from the group consisting of alkyleneoxy, oxoalkyleneoxy, oxoalkyleneamine, epichlorohydrin, quaternized epichlorohydrin, alkyleneamine, hydroxyalkylene, acyloxyalkylene, carboxyalkylene, carboalkoxyalkylene, and sugar. 6. The method for treating textile articles of claim 1 , wherein the suitable independently selected external counterions are selected from the group consisting of Na, K, Mg, Ca, iminium, ammonium, phosphonium, fluoride, chloride, bromide, iodide, perchlorate, hydrogen sulfate, sulfate, aminosulfate, nitrate, dihydrogen phosphate, hydrogen phosphate, phosphate, bicarbonate, carbonate, methosulfate, ethosulfate, cyanate, thiocyanate, tetrachlorozincate, borate, tetrafluoroborate, acetate, chloroacetate, cyanoacetate, hydroxyacetate, aminoacetate, methylaminoacetate, di- and tri-chloroacetate, 2-chloro-propionate, 2-hydroxypropionate, glycolate, thioglycolate, thioacetate, phenoxyacetate, trimethylacetate, valerate, palmitate, acrylate, oxalate, malonate, crotonate, succinate, citrate, methylene-bis-thioglycolate, ethylene-bis-iminoacetate, nitrilotriacetate, fumarate, maleate, benzoate, methylbenzoate, chlorobenzoate, dichlorobenzoate, hydroxybenzoate, aminobenzoate, phthalate, terephthalate, indolylacetate, chlorobenzenesulfonate, benzenesulfonate, toluenesulfonate, biphenyl-sulfonate and chlorotoluenesulfonate. 7. The method for treating textile articles of claim 1 , wherein the laundry care composition further comprises a laundry care ingredient selected from the group consisting of surfactants, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzymes, enzyme stabilizers, catalytic materials, bleach activators, polymeric dispersing agents, clay soil removal agents, anti-redeposition agents, brighteners, suds suppressors, dyes, perfume, perfume delivery systems, structurants, fabric softeners, carriers, hydrotropes, processing aids, pigments and mixtures thereof.
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