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US 2008/0188673 A1Published application
Ether Alcohol-Based Surfactants Having a Reduced Surface Tension and Use Thereof
AssigneeGoldschmidt GmbH
InventorsKathrin Lehmann, Petra Hinrichs, Philipp Tomuschat, Isabella Ulrich-Brehm
Life of this patent
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Abstract
The invention provides low surface tension surfactants based on ether alcohol and provides for their use as surfactants in aqueous coating formulations, said surfactants being preparable by reacting at least one hydroxy compound of formula (I): with at least one epoxide of formula (II): and/or at least one epoxide of formula (V): in substantially equivalent amounts of hydroxyl and epoxide groups.
Claims14
An ether alcohol prepared by reacting at least one hydroxy compound of formula (I)
- in which
- R1 is a branched or unbranched, aromatic or nonaromatic, saturated or unsaturated residue with or without heteroatom substituents and containing 1 to 9 carbon atoms or is R1a, with the meaning as follows:
- R1a is oxyalkylene residue of the formula (III)
- where
- R6a,R6b and R6c independently of one another are hydrogen, methyl, ethyl, or another, branched or unbranched, unsaturated or saturated residue with or without heteroatom substituents and containing 1 to 10 carbon atoms, correspond optionally to aromatic radical having 6 to 8 carbon atoms, and
- a, b, and c independently of one another are numbers between 0 and 3, and
- na and nb independently of one another are numbers between 0 and 25, with 1<na+nb<25, with the proviso that both a random and a blockwise arrangement of the oxyalkylene units may be present,
- R2 and R3 independently of one another can be hydrogen or one of the residues R1,
- with at least one epoxide of the formula (II)
- where
- X is an oxygen or a carboxyl group,
- R4 is 2,3-epoxypropyl or a branched or unbranched, saturated or unsaturated residue with or without heteroatom substituents, with the proviso that there is on average more than one, 2,3-epoxypropyl residues in the molecule,
- R5 is a branched or unbranched, saturated or unsaturated, aromatic or nonaromatic residue with or without heteroatom substituents and containing 1 to 30 carbon atoms, or
- R5 is an oxyalkylene residue R1b of the formula (IIIb)
- in which a, b, c, na, nb, R1a, R6b and R6c are as defined above
- or
- R5 is a residue of the formula (IV)
- where
- R7 is a branched or unbranched, saturated or unsaturated, aromatic or nonaromatic residue with or without heteroatom substituents and containing 1 to 30 carbon atoms, or is an oxyalkylene residue R1b of the formula (IIIb), and
- R8 is a branched or unbranched, saturated or unsaturated, aromatic or nonaromatic residue with or without heteroatom substituents and containing 1 to 30 carbon atoms, or likewise is an oxyalkylene residue R1b of the formula (IIIb), and
- m is 1 or 2,
- and/or at least one epoxide of formula (V)
- where
- X and R4 are as already defined for formula (II), with the proviso that there are on average more than two 2,3-epoxypropyl residues in the molecule, and
- R9 can be a branched or unbranched, saturated or unsaturated residue with or without heteroatom substituents or the residue R1b of the formula (IIIb), in which the residues R6a, R6b and R6c independently of one another are as defined above but at least once are branched or unbranched, saturated or unsaturated alkylene residues with or without heteroatom substituents and containing 1 to 10 carbon atoms.
22 more elements
An ether alcohol of the general formula (VI) or (VII)
- in which
- X is an oxygen or a carboxyl group,
- R1 is a branched or unbranched, aromatic or nonaromatic, saturated or unsaturated residue with or without heteroatom substituents and containing 1 to 9 carbon atoms or can be R1a, with the meaning as follows:
- R1a is oxyalkylene residue of the formula (III)
- where
- R6a,R6b and R6c independently of one another are hydrogen, methyl, ethyl, or another, branched or unbranched, unsaturated or saturated residue with or without heteroatom substituents and containing 1 to 10 carbon atoms, correspond optionally to aromatic radical having 6 to 8 carbon atoms, and
- a, b, and c independently of one another are numbers between 0 and 3, and
- na and nb independently of one another are numbers between o and 25, with 1<na+nb<25, with the proviso that both a random and a blockwise arrangement of the oxyalkylene units may be present,
- R2 and R3 independently of one another can be hydrogen or one of the residues R1,
- R5 is either a branched or unbranched, saturated or unsaturated, aromatic or nonaromatic residue with or without heteroatom substituents and containing 1 to 30 carbon atoms,
- or R5 is an oxyalkylene residue R1b of the formula (IIIb)
- in which a, b, c, na, nb, R6a, R6b and R6c are as defined above or
- R5 is a residue of the formula (IV)
- where
- R7 is a branched or unbranched, saturated or unsaturated, aromatic or nonaromatic residue with or without heteroatom substituents and containing 1 to 30 carbon atoms, or is an oxyalkylene residue R1b of the formula (IIIb), and
- R8 is a branched or unbranched, saturated or unsaturated, aromatic or nonaromatic residue with or without heteroatom substituents and containing 1 to 30 carbon atoms, or likewise is an oxyalkylene residue R1b of the formula (IIIb), and
- R9 can be a branched or unbranched, saturated or unsaturated residue with or without heteroatom substituents or the residue R1b of the formula (IIIb), in which the residues R6a, R6b and R6c independently of one another are as defined above but at least once are branched or unbranched, saturated or unsaturated alkylene residues with or without heteroatom substituents and containing 1 to 10 carbon atoms,
- R10 residues are any desired residues from the group of branched or unbranched, saturated or unsaturated residues with or without heteroatom substituents,
- o is 1 to 2, and
- p is 2 to 3.
17 more elements
Dependencies are inferred from the claim text.