Phthalocyanine-containing granules to decrease phthalocyanine deposition on textiles

Patent metadata

Field	Value
Publication number	US-9534192-B2
Application number	US-201314383926-A
Country	US
Kind code	B2
Filing date	Apr 2, 2013
Priority date	Apr 3, 2012
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

The present invention relates to compositions comprising granules of phthalocyanine compounds, to a process for the preparation thereof, and to the use thereof in washing agent and additive formulations. The composition comprises a) At least one water-soluble phthalocyanine compound; b) At least one cross-linked polyvinylpyrrolidone component; c) At least one hydrophilic binding agent; and, optionally, d) Further additives suitable for the preparation of solid agglomerates; and may be liquid, solid, paste-like or gel-like.

First claim

The invention claimed is:

1. A washing agent composition comprising
I) 5.0 to 70.0 wt.-% A) of at least one surfactant selected from the group of anionic surfactants, based on the total weight of the washing agent formulation;
II) 0.0 to 60.0 wt.-% B) of at least one builder substance, based on the total weight of the washing agent formulation;
III) 0.0 to 30.0 wt.-% C) of at least one peroxide and, optionally, at least one activator and/or at least one catalyst, based on the total weight of the washing agent formulation;
IV) 0.001 to 5.0 wt.-% D) of granules, based on the total weight of the washing agent formulation,
which granules comprise
a) at least one water-soluble phthalocyanine compound;
b) at least one cross-linked polyvinylpyrrolidone component;
c) at least one hydrophilic binding agent selected from the group consisting of sodium carboxymethyl cellulose, hydroxypropyl methylcellulose, polyacrylamides, polyvinyl alcohols, gelatines, hydrolyzed polyvinyl acetates, maltodextrin, polyaspartic acid, polyacrylates and polymethacrylates, and, optionally,
d) further additives suitable for the preparation of granules,

V) 0.0 to 60.0 wt.-% E) of at least one further additive, based on the total weight of the washing agent formulation; and
VI) 0.0 to 5.0 wt.-% F) water, based on the total weight of the washing agent formulation;
provided that the sum of the weight percentages of components I)-VI) in the composition is 100%.

2. A composition according to claim 1 , wherein the granules D) comprise
a) 0.1-20.0 wt.-% of the water-soluble phthalocyanine compound;
b) 0.5-40.0 wt.-% of the cross-linked polyvinylpyrrolidone component;
c) 3.0-40.0 wt.-% of the hydrophilic binding agent; and, optionally,
d) 5.0-95.0 wt.-% of further additives suitable for the preparation of granules; and
e) 3.0-15.0 wt.-% of water;
provided that the sum of components a), b), c), d) and e) amounts up to 100 wt.-%.

3. The composition according to claim 1 , wherein the granules D) comprise
a) 0.1-10.0 wt.-% of the water-soluble phthalocyanine compound;
b) 0.5-30.0 wt.-% of the cross-linked polyvinylpyrrolidone component;
c) 3.0-20.0 wt.-% of the hydrophilic binding agent; and, optionally,
d) 20.0-90.0 wt.-% of further additives suitable for the preparation of granules; and
e) 3.0-15.0 wt.-% of water;
provided that the sum of components a), b), c), d) and e) amounts up to 100 wt.-%.

4. The composition according to claim 1 , which comprises, as water-soluble phthalocyanine component a), at least one phthalocyanine complex compound of the formula
(PC)-L-(D)  (1),

to which the substituent of at least one mono-azo dye is attached by the linking group L,
Wherein
PC represents the Zn(II), Fe(II), Ca(II), Mg(II), Na(I), K(I), Al, Si(IV), P(V), Ti(IV) or Cr(VI) metal-containing phthalocyanine structure;
D represents the substituent of a mono-azo dye; and
L represents a group

Wherein
R 20 represents hydrogen, C 1 -C 8 alkyl, C 1 -C 8 alkoxy or halogen;
R 21 represents D, hydrogen, OH, Cl or F, provided that at least one is D;
R 100 represents C 1 -C 8 alkylene;
* marks the point of attachment of PC; and
# marks the point of attachment of the substituent D of the mono-azo dye.

5. The composition according to claim 4 , wherein the water-soluble phthalocyanine complex compound (1) corresponds to the formula

Wherein
PC represents the porphyrine structure,
Me represents the central metal atom or central metal group coordinated to PC, which is selected from the group consisting of Zn, Fe, Ca, Mg, Na, K, Al—Z 1 , Si(IV)-(Z 1 ) 2 , Ti(IV)-(Z 1 ) 2 and Sn(IV)-(Z 1 ) 2 ;
Z 1 represents C 1 -C 8 alkanolate, OH − , R 0 COO − , ClO 4 − , BF 4 − , PF 6 − , R 0 SO 3 − , SO 4 2− , NO 3 − , F − , Cl − , Br − , I − , citrate, tartrate or oxalate, wherein R 0 is hydrogen or C 1 -C 18 alkyl;
r represents 0 or a numeral from 1 to 3;
r′ represents a numeral from 1 to 4;
each Q 2 independently of one another represents —SO 3 − M + or the group —(CH 2 ) m —COO M + ; wherein M + is H + an alkali metal ion or the ammonium ion and m is 0 or a numeral from 1 to 12;
each Q′ independently of one another represents the segment of the partial formula -L-D,
Wherein
D represents the substituent of a mono-azo dye; and
L represents a group

Wherein
R 20 represents hydrogen, C 1 -C 8 alkyl, C 1 -C 8 alkoxy or halogen;
R 21 represents D, hydrogen, OH, Cl or F, provided that at least one of R 21 is D;
R 100 represents C 1 -C 8 alkylene;
* marks the point of attachment of Me-PC; and
# marks the point of attachment of the substituent D of the mono-azo dye.

6. The composition according to claim 4 , wherein the water-soluble phthalocyanine complex compound (1) corresponds to the formula

Wherein
Me represents Zn, Al—Z 1 , Si(IV)-(Z 1 ) 2 or Ti(IV)-(Z 1 ) 2 , wherein Z 1 is chloride, fluoride, bromide or hydroxide;
each Q 2 independently of one another represents —SO 3 − M + or the group —(CH 2 ) m —COO M + , wherein M + is H + , an alkali metal ion or the ammonium ion and m is 0 or a numeral from 1 to 12;
D represents the substituent of a mono-azo dye; and
L represents a group

Wherein
R 21 represents D, hydrogen, OH, Cl or F, provided that at least one is D;
* marks the point of attachment of PC;
# marks the point of attachment to D;
r 2 represents 0 or 1;
r 3 represents 0 or 1; and
r 4 represents 0 or 1.

7. The composition according to claim 6 , wherein Me represents Zn.

8. The composition according to claim 4 , wherein D represents the substituent of a mono-azo dye of the partial formulae Xa, Xb, Xc or Xd:

Wherein
# marks the point of attachment of the bridging group L;
R α represents hydrogen, C 1 -C 4 alkyl, C 1 -C 2 alkyl which is substituted by at least one substituent selected from the group consisting of hydroxy, cyano, SO 3 H, NH 2 , carboxy, C 1 -C 4 alkoxycarbonyl, C 1 -C 4 alkoxy, phenyl, naphthyl and pyridyl, straight chain or branched C 3 -C 4 -alkyl which is substituted by at least one substituent selected from the group consisting of hydroxy, cyano, SO 3 H, NH 2 , carboxy, C 1 -C 4 alkoxycarbonyl, C 1 -C 4 alkoxy, phenyl, naphthyl and pyridyl, aryl, aryl which is substituted by at least one substituent selected from the group consisting of hydroxy, cyano, SO 3 H, NH 2 , carboxy, C 1 -C 4 alkoxycarbonyl, C 1 -C 4 alkoxy and C 1 -C 4 alkyl;
Z 2 , Z 3 , Z 4 , Z 5 and Z 6
independently of one another represent hydrogen, hydroxy, C 1 -C 4 alkyl, C 1 -C 2 alkyl which is substituted by at least one substituent selected from the group consisting of hydroxy, cyano, SO 3 H, NH 2 , carboxy, C 1 -C 4 alkoxycarbonyl, C 1 -C 4 alkoxy, phenyl, naphthyl and pyridyl, straight chain or branched C 3 -C 4 -alkyl which is substituted by at least one substituent sel

Assignees

• Basf Se

Inventors

• Menge Ullrich
• Schlingloff Gunther
• Bachmann Frank
• Lindenmaier Andreas

Classifications

• C11D3/168

  Organometallic compounds or orgometallic complexes · CPC title

• C11D17/06

  Powder; Flakes; Free-flowing mixtures; Sheets · CPC title

• C11D3/3932

  Inorganic compounds or complexes · CPC title

• C11D3/3776 Primary

  Heterocyclic compounds, e.g. lactam · CPC title

• C11D3/0063

  Photo- activating compounds · CPC title