Use of eugenol polyethers and eugenol polyether siloxanes as wetting agents

1. A composition, comprising:

a) 0.5% to 1.5% by weight of at least one compound of formula (I) or at least one compound of formula (II);

b) 2% to 50% by weight of at least one pigment; and

c) 2% to 40% by weight of at least one binder;

d) 0.5% to 5% by weight of at least one wax;

e) 10% to 60% by weight of at least one solvent;

f) 1% to 10% by weight of at least one film-forming auxiliary;

g) 0.2% to 5% by weight of at least one rheology additive;

h) 0.05% to 2% by weight of at least one defoamer;

i) 0.1% to 10% by weight of at least one neutralizing agent; and

j) 0% to 10% by weight of a further component;

wherein the sum of all the components adds up to 100% by weight and all percentages by weight are based on a total weight of the composition;

wherein the at least one compound of the formula (I) is represented by:

wherein

a=1 to 1000;

b=0 to 1000;

c=0 to 1000;

d=0 to 1000;

e=1 to 10; and

f=0 to 500,

with the proviso that the sum of a, b, c, d and f is not less than 3;

groups with indices a, b, c, d, and f are freely permutable over a molecule chain, and neither of groups with indices c and d optionally follows itself or a respective other group; and

different monomer units of fragments with indices a, b and f are optionally in a blockwise structure with one another, wherein individual blocks also optionally occur multiple times and are optionally randomly distributed among one another, or are subject to a random distribution and further are freely permutable with one another, such that they are optionally arranged in any desired sequence, subject to a restriction that neither of the groups with the indices c and d optionally follows itself or the respective other group,

wherein

R 1 =independently a hydrogen radical or an alkyl group having 1 to 8 carbon atoms,

R 2 =independently a hydrogen radical, an alkyl group having 1 to 20 carbon atoms, or an aryl or alkaryl group,

or R 1 and one of R 2 optionally together form a ring comprising an atom to which R 1 and R 2 are bonded,

R 3 =independently a saturated or unsaturated, aliphatic or aromatic, hydrocarbyl radical having 2 to 30 carbon atoms, which optionally has further substitution,

each of R 4 and R 7 =independently a hydrogen or an organic radical, or

R 4 and/or R 7 are optionally absent, wherein, when R 4 and R 7 are absent, there is a C═C double bond in place of R 4 and R 7 ,

a bridging Z fragment is optionally present or absent,

wherein, in the absence of the bridging Z fragment,

each of R 5 and R 6 =independently a hydrogen or an organic radical, wherein, when R 4 is absent, R 5 is an alkylidene radical or when R 7 is absent, R 6 is an alkylidene radical;

wherein, in the presence of the bridging Z fragment,

each of R 5 and R 6 =a hydrocarbyl radical bridged cycloaliphatically or aromatically via the bridging Z fragment, wherein Z is a divalent alkylene or alkenylene radical which optionally has further substitution,

each of R 8 and R 9 =independently a hydrogen radical, an alkyl group having 1 to 20 carbon atoms, an aryl or alkaryl group or an alkoxy group,

R 10 =independently a hydrogen radical, an alkyl group having 1 to 8 carbon atoms, an ester group —C(O)—R 11 , an acetoacetate group —C(O)—CH 2 —C(O)—R 12 , a silyl ether group —Si(R 13 ) 3 , a urethane group —C(O)—N—(R 14 ) 2 or a phosphoric acid group —P(O)—(OR 19 ) 2 ,

each of R 11 , R 12 and R 13 =independently a linear or branched, saturated or unsaturated, optionally further substituted with an alkyl group having 1 to 30 carbon atoms, or an aryl or alkaryl group,

R 14 =independently a hydrogen, a linear or branched, saturated or unsaturated, optionally further-substituted with an alkyl group having 1 to 30 carbon atoms, or an aryl or alkaryl group,

R 18 =independently an allyl or 2-propenyl group, and

R 19 =independently a hydrogen, an alkyl group or a polyether radical,

and

wherein the at least one compound of the formula (II) is represented by:

M g M′ h M″ n D i D′ j D″ m T k Q l   (II),

with

M=[R 15 3 SiO 1/2 ];

M′=[R 16 R 15 2 SiO 1/2 ];

M″=[R 17 R 15 2 SiO 1/2 ];

D=[R 15 2 SiO 2/2 ];

D′=[R 16 R 15 SiO 2/2 ];

D″=[R 17 R 15 SiO 2/2 ];

T=[R 15 SiO 3/2 ];

Q=[SiO 4/2 ];

g=0-20;

h=0-20;

i=0-1000;

j=0-20;

k=0-20;

l=0-20;

m=0-20; and

n=0-20,

wherein the sum of g, h, i, j, k, l and m is not less than 3 and the sum of h and j≥1,

R 15 =independently a hydrocarbyl radical having 1-16 carbon atoms or a hydrogen,

R 16 =independently a polyether radical, wherein at least 10% of the polyether radical is an eugenol-based polyether radical, and

R 17 =independently a hydrocarbyl radical which has 1-16 carbon atoms and also comprises a heteroatom and optionally has further substitution.

2. The composition according to claim 1 , further comprising b) one or more fillers.

3. The composition according to claim 1 , wherein the eugenol-based polyether radical in R 16 corresponds to a radical of:

and a non-eugenol-based polyether radical in R 16 corresponds to a radical of:

4. The composition according to claim 1 , wherein the at least one solvent is at least one selected from the group consisting of water, ethanol, isopropanol and ethyl acetate.

5. The composition according to claim 2 , wherein the one or more pigments are at least one selected from the group consisting of Pigment White 6, Pigment Black 7, Pigment Blue 15:3, Pigment Blue 15:4, Pigment Red 57:1, Pigment Yellow 12, Pigment Yellow 13, Pigment Violet 23 and Pigment Green 7.

6. A method for applying a coating, comprising:

applying the composition of claim 1 as a wetting agent to a substrate.

7. The method according to claim 6 , wherein said substrate is a film, paper, card, cardboard, folding box, bag, wallpaper, sack, hygiene paper, drink carton, board, wood surface, metal surface, plastic surface, glass and/or ceramic.

8. The method according to claim 6 , wherein an eugenol-based polyether of the formula (I) is prepared by double metal cyanide catalysis.

9. The method according to claim 6 , wherein an eugenol-based polyether of the formula (I) is prepared by basic catalysis.

10. The method according to claim 6 , wherein a reaction product of an eugenol-based polyether with a siloxane of the formula (II) is prepared by reacting of an eugenol-based polyether of the formula (I) with a Si—H-functional siloxane.