Powder particulate diamide-polyolefin wax mixture

Patent metadata

Field	Value
Publication number	US-11453791-B2
Application number	US-201816484878-A
Country	US
Kind code	B2
Filing date	Feb 7, 2018
Priority date	Feb 10, 2017
Publication date	Sep 27, 2022
Grant date	Sep 27, 2022

Abstract

The present invention relates to diamide-polyolefin wax mixture comprising one or more diamides (A) and one or more polyolefin waxes (B), where the diamide or diamides (A) possess a structure of the formula X1—CO—NH—Y—NH—CO—X2, in which X1 and X2 are identical or different and are linear or branched, saturated or unsaturated, optionally substituted hydrocarbon radicals having 3 to 29 carbon atoms, and Y is a divalent organic radical which is selected from the group consisting of aliphatic radicals having 2 to 26 carbon atoms, aromatic radicals having 6 to 24 carbon atoms or araliphatic radicals having 7 to 24 carbon atoms, and Y optionally comprises secondary or tertiary amino groups, and the polyolefin wax or waxes (B) carry one or more carboxyl groups and have an acid number of 3 to 50, and are homopolymers or copolymers of at least one ethylenically unsaturated olefin monomer, where the diamide or diamides (A), based on the total weight of the diamide-polyolefin wax mixture, are present in an amount of 20 wt % to less than 40 wt %, the polyolefin wax or waxes (B), based on the total weight of the diamide-polyolefin wax mixture, are present in an amount of above 60 wt % up to 80 wt %, characterized in that the diamide-polyolefin wax mixture at 25° C. is a particulate solid of defined particle size distribution, and the particles comprise both the diamide (A) and the polyolefin wax (B). The invention further relates to the preparation of the aforesaid diamide-polyolefin wax mixture, to the use thereof in liquid compositions, especially as a rheology control agent, to compositions additized accordingly, and to rheology control agents which comprise the diamide-polyolefin wax mixtures.

First claim

The invention claimed is:

1. A diamide-polyolefin wax mixture comprising
(A) one or more diamides which possess a structure of the formula (I)
X 1 —CO—NH—Y—NH—CO—X 2   (I)

in which
X 1 and X 2 are identical or different and are linear or branched, saturated or unsaturated hydrocarbon radicals having 3 to 29 carbon atoms, and at least one of the radicals X 1 and X 2 carries at least one hydroxyl group,
Y is a divalent organic radical selected from the group consisting of aliphatic radicals having 2 to 26 carbon atoms, aromatic radicals having 6 to 24 carbon atoms or araliphatic radicals having 7 to 24 carbon atoms, and Y optionally comprises secondary or tertiary amino groups;
(B) one or more carboxyl-containing polyolefin waxes having an acid number of 3 to 50 mg KOH/g; and optionally
(C) one or more species selected from the group consisting of
(i) one or more diamides not falling within the definition of (A), and
(ii) one or more inorganic salts, metal oxides or semimetal oxides,

where
the one or more diamides (A), based on a total weight of the diamide-polyolefin wax mixture, are present in an amount of 20 wt % to 39 wt %,
the one or more carboxyl-containing polyolefin waxes (B), based on the total weight of the diamide-polyolefin wax mixture, are present in an amount of more than 60 wt % up to 80 wt %, and
the one or more species (C), based on the total weight of the diamide-polyolefin wax mixture, are present in an amount of 0 to 20 wt %, wherein
(a) the diamide-polyolefin wax mixture at 25° C. is a particulate solid having a particle size distribution of 5 μm≤d 90 ≤100 μm, 1 μm≤d 50 ≤50 μm and 0.1 μm≤d 10 ≤20 μm, measured dry by means of laser diffraction technology,
(b) the particles comprise (A) and (B) and, if (C) is present at more than 0 wt %, based on the total weight of the diamide-polyolefin wax mixture, (C) as well, and
(c) a sum of the weight percentage fractions of the diamides (A) and (C)(i), based on the total weight of the diamide-polyolefin wax mixture, is less than 40 wt %.

2. The diamide-polyolefin wax mixture as claimed in claim 1 , which consists of the one or more diamides (A), the one or more carboxyl-containing polyolefin waxes (B), and the one or more species (C).

3. The diamide-polyolefin wax mixture as claimed in claim 1 , wherein a fraction of (A) the one or more diamides and (C)(i) the one or more diamides not falling within the definition of (A), based on the total weight of the diamide-polyolefin wax mixture, is 31 to 39 wt %.

4. The diamide-polyolefin wax mixture as claimed in claim 3 , wherein a fraction of (C)(i) the one or more diamides not falling within the definition of (A), based on the total weight of the diamide-polyolefin wax mixture, is 0 to 10 wt %.

5. The diamide-polyolefin wax mixture as claimed in claim 1 , wherein in the formula (I), X 1 is a CH 3 (CH 2 ) 5 CH(OH)(CH 2 ) 10 radical and X 2 is a radical selected from the group consisting of CH 3 (CH 2 ) 5 CH(OH)(CH 2 ) 10 , C 15 H 31 , C 17 H 35 , C 17 H 33 , C 9 H 19 , C 11 H 23 , C 7 H 15 , and C 5 H 11 , and where at least 40 mol % of the radicals X 2 are a CH 3 (CH 2 ) 5 CH(OH)(CH 2 ) 10 group.

6. The diamide-polyolefin wax mixture as claimed in claim 1 , wherein Y is selected from the group consisting of alkylene radicals having 2 to 8 carbon atoms and aralkylene radicals having 8 carbon atoms.

7. The diamide-polyolefin wax mixture as claimed in claim 1 , wherein the one or more carboxyl-containing polyolefin waxes (B) are obtained (a) by oxidation of polyolefin waxes, (b) by oxidative degradation of polyolefin plastics, (c) by polymerization of olefins with carboxyl-containing or carboxylic anhydride-containing ethylenically unsaturated monomers, and/or (d) by grafting of carboxyl-containing or carboxylic anhydride group-containing ethylenically unsaturated monomers onto polyolefin waxes.

8. The diamide-polyolefin wax mixture as claimed in claim 1 , wherein the one or more carboxyl-containing polyolefin waxes (B) is a polyethylene homopolymer or a polyethylene copolymer comprising at least 80 wt % of repeat ethylene units, based on a total weight of the polyethylene copolymer.

9. The diamide-polyolefin wax mixture as claimed in claim 1 , wherein the one or more carboxyl-containing polyolefin waxes (B) have an acid number in a range from 10 to 25 mg KOH/g.

10. A process for preparing a diamide-polyolefin wax mixture as claimed in claim 1 , comprising:
i. mixing and homogenizing the one or more diamides (A), the one or more carboxyl-containing polyolefin waxes (B), and the one or more species (C) with one another to form a homogenized melt,
cooling the homogenized melt to produce a solidified melt,
iii. optionally first coarsely comminuting the solidified melt, and
iv. subsequently grinding the solidified melt into a particulate diamide-polyolefin wax mixture which possesses the particle size distribution of 5 μm≤d 90 ≤100 μm, 1 μm≤d 50 ≤50 μm and 0.1 μm≤d 10 ≤20 μm, measured dry by means of laser diffraction technology.

11. A rheology control agent comprising the diamide-polyolefin wax mixture as claimed in claim 1 .

Assignees

• Byk Chemie Gmbh

Inventors

• Knappke-Bongartz Christiane
• Nagelsdiek Rene
• Bühne Sylvia
• Johann Meike
• Klein Agnetha
• Tiemann Andre

Classifications

• C08K3/20

  Oxides; Hydroxides {(graphene oxides C08K3/042)} · CPC title

• C08J3/12

  Powdering or granulating · CPC title

• C09D7/63

  organic · CPC title

• C08J2323/02

  not modified by chemical after treatment · CPC title

• C08J3/124 Primary

  Treatment for improving the free-flowing characteristics · CPC title