Curable composition for use in a high temperature lithography-based photopolymerization process and method of producing crosslinked polymers therefrom
US-2024325117-A1 · Oct 3, 2024 · US
US9758608B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9758608-B2 |
| Application number | US-201314426028-A |
| Country | US |
| Kind code | B2 |
| Filing date | Oct 23, 2013 |
| Priority date | Oct 29, 2012 |
| Publication date | Sep 12, 2017 |
| Grant date | Sep 12, 2017 |
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The invention relates to the use of at least one comb polymer which includes side chains which have at least one cationic group, and does not include side chains having polyether groups, and which has a main chain which has carboxyl groups, as dispersant for hydraulically settable compositions. The invention also relates to hydraulically settable cement compositions, moldings, comb polymers and method for producing comb polymers.
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The invention claimed is: 1. A hydraulically settable composition comprising: a hydraulically settable binder comprising clay in an amount of 0.1 to 15 wt % relative to the total weight of the hydraulically settable binder, and at least one zwitterionic comb polymer in an amount of 0.01 to 5 wt %, relative to the total weight of the hydraulically settable binder, wherein the zwitterionic comb polymer has a main chain and consists of a) at least one acid unit A of formula (I): wherein R 1 , R 2 and R 3 , each independently represent H or an alkyl group having 1 to 5 carbon atoms, each R 4 independently represents —COOM, —CH 2 COOM, —SO 2 —OM, —O—PO(OM) 2 , or —PO(OM) 2 ; wherein M stands for H, an alkali metal, an alkaline earth metal, ammonium, an ammonium cation, an organic ammonium compound, or mixtures thereof; and b) at least one cationic structural unit K of formula (II) wherein R 5 independently represents —CO—O—R′—, —NH—R′—, —CO—NH—R′—, —O—, R′, —O—R′—, or —R′—O—R′—, with R′ being a C 1 to C 20 alkylidene group, which can be branched or unbranched; R 6 independently stands for a cationic group, and R 7 independently stands for H or CH 3 . 2. The composition according to claim 1 , comprising at least 15 wt % of a clay-containing gypsum, relative to the total weight of the composition. 3. The composition according to claim 1 , wherein a total of structural units with side chains which have at least one cationic group, and structural units with carboxyl groups, is at least 75 mol %, relative to the total number of all monomeric structural units of the main chain of the comb polymer. 4. The composition according to claim 1 , wherein a total of structural units with side chains which have at least one cationic group, and structural units with carboxyl groups, is at least 95 mol %, relative to the total number of all monomeric structural units of the main chain of the comb polymer. 5. The composition according to claim 1 , wherein a total of structural units with side chains which have at least one cationic group, and structural units with carboxyl groups, is 100 mol %, relative to the total number of all monomeric structural units of the main chain of the comb polymer. 6. The composition according to claim 1 , wherein the hydraulically settable composition contains up to 80 wt % water. 7. The composition according to claim 1 , wherein the hydraulically settable composition contains up to 50 wt % water. 8. The composition according to claim 2 , wherein the clay-containing gypsum contains less than 5 wt % water. 9. The composition according to claim 1 , wherein the cationic group is a quaternary ammonium group. 10. The composition according to claim 1 , wherein the cationic group has the formula —N + R 8 R 9 R 10 , in which R 8 , R 9 and R 10 each independently represent H, an aliphatic hydrocarbon residue having 1 to 20 C atoms, a cycloaliphatic hydrocarbon residue having 5 to 8 C atoms, or an aryl residue having 6 to 14 C atoms. 11. The composition according to claim 1 , wherein the cationic group is a constituent of a monomeric structural unit, selected from the group consisting of [2-(acryloyloxy)-ethyl]-trimethylammonium chloride, [2-(acryloylamino)-ethyl]-trimethylammonium chloride, [2-(acryloyloxy)-ethyl]-trimethylammonium methosulfate, [2-(methacryloyloxy)-ethyl]-trimethylammonium chloride or -methosulfate, [3-(acryloylamino)-propyl]-trimethylammonium chloride, [3-(methacryloylamino)-propyl]-trimethylammonium chloride and diallyldimethylammonium chloride (DADMAC). 12. The composition according to claim 1 , wherein the main chain is a polyacrylic acid, a polymethacrylic acid, or a copolymer of acrylic acid and methacrylic acid. 13. The composition according to claim 12 , wherein the comb polymer comprises 5 to 100 mol % structural units having side chains which have at least one cationic group, and 10 to 95 mol % structural units having acid groups, each relative to the total number of all monomeric structural units in the main chain of the comb polymer. 14. The composition according to claim 1 , wherein the hydraulically settable composition contains cement or gypsum. 15. The composition according to claim 1 , wherein the hydraulically settable composition contains at least one additional dispersant. 16. The composition according to claim 15 , wherein the at least one further dispersant is a polycarboxylate ether. 17. The composition according to claim 16 , wherein a volume ratio of the polycarboxylate ether to the comb polymers is between 1:10 and 10:1. 18. The composition according to claim 16 , wherein a volume ratio of polycarboxylate ether to the comb polymers is between 1:2 and 2:1. 19. The composition according to claim 1 , wherein the at least one acid unit A is an acrylic acid unit or a salt thereof and/or a methacrylic acid unit or a salt thereof. 20. The composition according to claim 1 , wherein the at least one acid unit A is a methacrylic acid unit or a salt thereof. 21. The composition according to claim 1 , wherein the cationic group is a constituent of a monomeric structural unit, selected from [2-(acryloyloxy)-ethyl]-trimethylammonium chloride, [2-(acryloyloxy)-ethyl]-trimethylammonium methosulfate, [2-(methacryloyloxy)-ethyl]-trimethylammonium chloride, and [2-(methacryloyloxy)-ethyl]-trimethylammonium methosulfate. 22. The composition according to claim 1 , wherein the at least one acid unit A is an acrylic acid unit or a salt thereof and/or a methacrylic acid unit or a salt thereof, and the cationic group is a constituent of a monomeric structural unit, selected from [2-(acryloyloxy)-ethyl]-trimethylammonium chloride, [2-(acryloyloxy)-ethyl]-trimethylammonium methosulfate, and [2-(methacryloyloxy)-ethyl]-trimethylammonium chloride, and [2-(methacryloyloxy)-ethyl]-trimethylammonium methosulfate. 23. A molding, obtainable by setting and curing a hydraulically settable composition according to claim 1 .
Dispersants · CPC title
Comb polymers · CPC title
Nitrogen containing polymers, e.g. polyacrylamides, polyacrylonitriles · CPC title
Polyacrylates; Polymethacrylates · CPC title
Organic ammonium compounds · CPC title
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