Leuco colorants as bluing agents in laundry care compositions

Patent metadata

Field	Value
Publication number	US-10851329-B2
Application number	US-201715800834-A
Country	US
Kind code	B2
Filing date	Nov 1, 2017
Priority date	Nov 1, 2016
Publication date	Dec 1, 2020
Grant date	Dec 1, 2020

Abstract

A laundry care composition including: (a) at least one laundry care ingredient and (b) a leuco composition. The laundry care composition has a ΔHA of at least 10 and produces a relative hue angle on fabric outside the range of 210 to 345. Methods of treating textiles with such laundry care compositions.

First claim

We claim:

1. A laundry care composition comprising: (a) at least one laundry care ingredient and (b) a leuco composition, wherein the laundry care composition has a ΔHA of at least 10 and produces a relative hue angle on fabric outside the range of 210 to 345; and wherein the leuco composition comprises (i) a diluent selected from the group consisting of ethylene glycol, propylene glycol, glycerin, polyethylene glycol, polypropylene glycol, copolymers of ethylene oxide and propylene oxide, and mixtures thereof; and (ii) a compound selected from the group consisting of:

(f) mixtures thereof;

wherein the ratio of Formula I-V to its oxidized form is at least 1:3;
wherein each individual R o , R m and R p group on each of rings A, B and C is independently selected from the group consisting of hydrogen, deuterium and R 5 ;
wherein each R 5 is independently selected from the group consisting of halogens, nitro, alkyl, substituted alkyl, aryl, substituted aryl, alkaryl, substituted alkaryl, —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 , —OR 1 , —NR 1 R 2 , —P(O) 2 R 1 , —P(O)(OR 1 ) 2 , —P(O)(OR 1 )O − , and —P(O)(O − ) 2 wherein at least one of the R o and R m groups on at least one of the three rings A, B or C is hydrogen; each R p is independently selected from hydrogen, —OR 1 and —NR 1 R 2 ;
wherein G is hydrogen;
wherein R 1 , R 2 and R 3 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 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, —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 , —OR 1 , —NR 1 R 2 , —P(O) 2 R 1 , —P(O)(OR 1 ) 2 , —P(O)(OR 1 )O − , and —P(O)(O − ) 2 ;
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 , —NC(O)SR 1 , —C(O)OR 1 , —C(O)R 1 , —OR 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 any charge present in any of the compounds is balanced with a suitable independently selected internal or external counterion.

2. The laundry care composition of claim 1 , wherein the laundry care composition has a ΔHA of at least 25.

3. The laundry care composition of claim 1 , wherein the laundry care composition has a ΔHA of at least 90.

4. The laundry care composition of claim 1 , wherein two R o groups on different A, B and C rings combine to form a fused ring of five or more members.

5. The laundry care composition of claim 4 , wherein the fused ring is six or more members and two R o groups on different A, B and C rings combine to form an organic linker containing one or more heteroatoms.

6. The laundry care composition of claim 5 , wherein two R o on different A, B and C rings combine to form a heteroatom bridge selected from —O— and —S— to create a six member fused ring.

7. The laundry care composition of claim 1 , wherein either an R o and R m on the same ring or an R m and R p on the same ring combine to form a fused aliphatic ring or fused aromatic ring.

8. The laundry care composition of claim 1 , wherein all four of the R o and R m groups on at least one of the three rings A, B or C are hydrogen.

9. The laundry care composition of claim 8 , wherein all of the R o and R m groups on all three rings A, B or C are hydrogen.

10. The laundry care composition of claim 1 , wherein all three R p are —NR 1 R 2 .

11. The laundry care composition of claim 1 , wherein the organic group may be substituted with one or more additional leuco colorant moieties conforming to the structure of Formula I.

12. The laundry care composition 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.

13. The laundry care composition 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, tetrachiorozincate, borate, tetrafluoroborate, acetate, chloroacetate, cyanoacetate, hydroxyacetate, aminoacetate, methylaminoacetate, di

Assignees

• Milliken & Co

Inventors

• Valenti Dominick J
• Dey Sanjeev K
• Qin Haihu
• Miracle Gregory S
• Ditullio Daniel D

Classifications

• C09B11/06

  Hydroxy derivatives of triarylmethanes in which at least one OH group is bound to an aryl nucleus {and their ethers or esters} · CPC title

• C09B69/101

  containing an anthracene dye · CPC title

• C09B11/10

  Amino derivatives of triarylmethanes · CPC title

• C09B69/109

  containing other specific dyes · CPC title

• C09B11/02

  derived from diarylmethanes · CPC title