Leuco polymers as bluing agents in laundry care compositions

Patent metadata

Field	Value
Publication number	US-10377977-B2
Application number	US-201715800105-A
Country	US
Kind code	B2
Filing date	Nov 1, 2017
Priority date	Nov 1, 2016
Publication date	Aug 13, 2019
Grant date	Aug 13, 2019

Abstract

A method of obtaining a laundry care composition, the method comprising the steps of (a) reacting a compound with a polymer to form a leuco polymer and (b) mixing the leuco polymer with at least one laundry care ingredient. The compound includes at least one leuco moiety and at least one electrophilic group. The polymer is comprised of co-monomers of an aryl dicarboxylate, an oxyalkyleneoxy and an oxypolyalkyleneoxy and the polymer comprises at least one moiety selected from the group consisting of hydroxy, sulfhydryl, primary amine and secondary amine.

First claim

We claim:

1. A method of obtaining a laundry care composition, the method comprising the steps of (a) reacting a compound with a polymer to form a leuco polymer and (b) mixing the leuco polymer with at least one laundry care ingredient, wherein the compound comprises at least one leuco moiety and at least one electrophilic group, wherein the polymer is comprised of co-monomers of an aryl dicarboxylate, an oxyalkyleneoxy and an oxypolyalkyleneoxy and the polymer comprises at least one moiety selected from the group consisting of hydroxy, sulfhydryl, primary amine and secondary amine.

2. A method according to claim 1 , wherein the aryl dicarboxylate is selected from heteroaryl dicarboxylates, phenyl dicarboxylates and mixtures thereof.

3. A method according to claim 2 , wherein the aryl dicarboxylate group is a furane dicarboxylate.

4. A method according to claim 1 , wherein the polymer comprises at least two OH groups.

5. A method according to claim 1 , wherein the oxyalkyleneoxy is selected from oxy-1,2-propyleneoxy, oxy-1,3-propyleneoxy, and oxy-1,2-ethyleneoxy.

6. A method according to claim 1 , wherein the oxypolyalkyleneoxy is selected from oxy-poly (1,2-propyleneoxy), oxy-poly-(1,3 propyleneoxy), and oxypoly-(1,2-ethyleneoxy).

7. A method according to claim 2 , wherein the phenyl dicarboxylate is selected from the group consisting of a 1,4-phenyl dicarboxylate, a sulfonated 1,3-phenyl dicarboxylate, and mixtures thereof.

8. A method according to claim 1 , wherein the electrophilic group is selected from the group consisting of isocyanate; oxazolone; epoxide, ester, α, β unsaturated carbonyl and sulfonyl, halo triazine, halosilane, aldehyde, ketone, sulfonyl halide, carbonyl halide, anhydride, dichlorotriazinyl, difluorochloropyrimidine, monofluorotrazinyl, dichloroquinoxaline, difluorotriazine, monochlorotriazinyl, bromoacrylamide, and trichloropyrimidine.

9. A method according to claim 1 , wherein the leuco moiety is selected from the group consisting of diarylmethane leuco moieties, triarylmethane leuco moieties, oxazine moieties, thiazine moieties, hydroquinone moieties, and arylaminophenol moieties.

10. A method according to claim 1 , wherein the polymer is polyethylene terephthalatepolyoxyethylene terephthalate.

11. A method according to claim 1 , wherein the polymer is selected from:

wherein b is independently 2 or 3; y is independently from 2 to 100; n and m are independently selected from 1 to 100; and terminal groups of the polymer are ((CH 2 ) b O) y H.

12. A method for according to claim 1 , wherein the leuco moiety is a univalent or polyvalent moiety derived by removal of one or more hydrogen atoms from a structure of Formula (I), (II), (III), (IV), or (V) . . .

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 independently selected from the group consisting of hydrogen, deuterium, C 1 -C 16 alkoxide, phenoxide, bisphenoxide, nitrite, nitrile, alkyl amine, imidazole, arylamine, polyalkylene oxide, halides, alkylsulfide, aryl sulfide, and phosphine oxide;
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 i

Assignees

• Procter & Gamble

Inventors

• Miracle Gregory Scot
• Dey Sanjeev Kumar
• Freund Wesley A

Classifications

• C09B69/103

  containing a diaryl- or triarylmethane dye · CPC title

• C09B69/109

  containing other specific dyes · CPC title

• C11D3/42 Primary

  Brightening agents {; Blueing agents} · CPC title

• C09B69/101

  containing an anthracene dye · CPC title

• C11D3/40

  Dyes {; Pigments} · CPC title