CA2448508A1 - Oligomeric dispersant - Google Patents
Oligomeric dispersant Download PDFInfo
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- CA2448508A1 CA2448508A1 CA 2448508 CA2448508A CA2448508A1 CA 2448508 A1 CA2448508 A1 CA 2448508A1 CA 2448508 CA2448508 CA 2448508 CA 2448508 A CA2448508 A CA 2448508A CA 2448508 A1 CA2448508 A1 CA 2448508A1
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Abstract
A composition that is a reaction product of two or three moieties. The first moiety (A) is a nonpolymeric, multi-functional moiety or combination of mono-or multifunctional moieties that adsorbs onto a cementitious particle. The second required moiety (C) is a linear or branched water soluble, nonionic polymer that is capable of providing dispersing capability. A third moiety (B), if present, is a nonpolymeric moiety disposed between the first and second moiety, to connect the first and second moieties.
Claims (13)
1 A composition of matter comprising a reaction product of component A, optionally component B, and component C;
wherein each component A is independently a nonpolymeric, multi-functional moiety or combination of mono or multifunctional moieties that adsorbs onto a cementitious particle, and contains at least one residue derived from a first component selected from the group consisting of phosphates, phosphonates, phosphinates, hypophosphites, sulfates, sulfonates, sulfinates, borates, boronates, boroxines, phosphoramides, non-sugar amines, amides, quaternary ammonium groups, non-sugar carboxylic acids, carboxylic acid esters, non-sugar alcohols, salts of any of the preceding moieties, and mixtures thereof;
wherein component B is an optional moiety, where if present, each component B is independently a nonpolymeric moiety that is disposed between the component A moiety and the component C moiety, and is derived from a second component selected from the group consisting of linear saturated hydrocarbons, linear unsaturated hydrocarbons, saturated branched hydrocarbons, unsaturated branched hydrocarbons, alicyclic hydrocarbons, heterocyclic hydrocarbons, aryl, phosphoester, nitrogen containing compounds, and mixtures thereof; and wherein component C is at least one moiety that is a linear or branched water soluble, nonionic polymer substantially non-adsorbing to cement particles, and is selected from the group consisting of poly(oxyalkylene glycol), poly(oxyalkylene amine), poly(oxyalkylene diamine), monoalkoxy poly(oxyalkylene amine), monoaryloxy poly(oxyalkylene amine), monoalkoxy poly(oxyalkylene glycol), monoaryloxy poly(oxyalkylene glycol), polyvinyl pyrrolidones), poly(methyl vinyl ethers), polyethylene imines), poly(acrylamides), polyoxazoles, and mixtures thereof;
wherein the composition is represented by a structure selected from the group consisting of a) wherein R, is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
G is at least one of -H, -OH, -COOH, a phosphate, a phosphonate, a phosphinate, a hypophosphite, sulfate, sulfonate, sulfonate, borate, blocked silane, and amine;
n = 10-500;
m = 2-10; and b) wherein R, is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
n = l0-500.
wherein each component A is independently a nonpolymeric, multi-functional moiety or combination of mono or multifunctional moieties that adsorbs onto a cementitious particle, and contains at least one residue derived from a first component selected from the group consisting of phosphates, phosphonates, phosphinates, hypophosphites, sulfates, sulfonates, sulfinates, borates, boronates, boroxines, phosphoramides, non-sugar amines, amides, quaternary ammonium groups, non-sugar carboxylic acids, carboxylic acid esters, non-sugar alcohols, salts of any of the preceding moieties, and mixtures thereof;
wherein component B is an optional moiety, where if present, each component B is independently a nonpolymeric moiety that is disposed between the component A moiety and the component C moiety, and is derived from a second component selected from the group consisting of linear saturated hydrocarbons, linear unsaturated hydrocarbons, saturated branched hydrocarbons, unsaturated branched hydrocarbons, alicyclic hydrocarbons, heterocyclic hydrocarbons, aryl, phosphoester, nitrogen containing compounds, and mixtures thereof; and wherein component C is at least one moiety that is a linear or branched water soluble, nonionic polymer substantially non-adsorbing to cement particles, and is selected from the group consisting of poly(oxyalkylene glycol), poly(oxyalkylene amine), poly(oxyalkylene diamine), monoalkoxy poly(oxyalkylene amine), monoaryloxy poly(oxyalkylene amine), monoalkoxy poly(oxyalkylene glycol), monoaryloxy poly(oxyalkylene glycol), polyvinyl pyrrolidones), poly(methyl vinyl ethers), polyethylene imines), poly(acrylamides), polyoxazoles, and mixtures thereof;
wherein the composition is represented by a structure selected from the group consisting of a) wherein R, is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
G is at least one of -H, -OH, -COOH, a phosphate, a phosphonate, a phosphinate, a hypophosphite, sulfate, sulfonate, sulfonate, borate, blocked silane, and amine;
n = 10-500;
m = 2-10; and b) wherein R, is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
n = l0-500.
2. The composition of claim 1, wherein the composition contains at least two functional G residues as counted across the entire composition.
3. The composition of claim 1, wherein the composition is represented by the following structure:
wherein Ri is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
G is at least one of -H, -OH, -COOH, a phosphate, a phosphonate, a phosphinate, a hypophosphite, sulfate, sulfonate, sulfonate, borate, blocked silane, and amine;
n = 10-500;
m = 2-10.
wherein Ri is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
G is at least one of -H, -OH, -COOH, a phosphate, a phosphonate, a phosphinate, a hypophosphite, sulfate, sulfonate, sulfonate, borate, blocked silane, and amine;
n = 10-500;
m = 2-10.
4. The composition of claim 3, wherein the composition contains at least two functional G residues as counted across the entire composition.
5. The composition of claim 1, wherein the composition is represented by the following structure:
wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
n = 10-500.
wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
n = 10-500.
6. A composition of matter comprising a reaction product of component A, optionally component B, and component C;
wherein each component A is independently a nonpolymeric, multi-functional moiety or combination of mono or multifunctional moieties that adsorbs onto a cementitious particle, and contains at least one residue derived from a first component selected from the group consisting of alkyl trialkoxy silanes, alkyl triacyloxy silanes, alkyl triaryloxy silanes, salts of any of the preceding moieties, and mixtures thereof;
wherein component B is an optional moiety, where if present, each component B is independently a nonpolymeric moiety that is disposed between the component A moiety and the component C moiety, and is derived from a second component selected from the group consisting of linear saturated hydrocarbons, linear unsaturated hydrocarbons, saturated branched hydrocarbons, unsaturated branched hydrocarbons, alicyclic hydrocarbons, heterocyclic hydrocarbons, aryl, phosphoester, nitrogen containing compounds, and mixtures thereof; and wherein component C is at least one moiety that is a linear or branched water soluble, nonionic polymer substantially non-adsorbing to cement particles, and is selected from the group consisting of poly(oxyalkylene glycol), poly(oxyalkylene amine), poly(oxyalkylene diamine), monoalkoxy poly(oxyalkylene amine), monoaryloxy poly(oxyalkylene amine), monoalkoxy poly(oxyalkylene glycol), monoaryloxy poly(oxyalkylene glycol), polyvinyl pyrrolidones), poly(methyl vinyl ethers), polyethylene imines), poly(acrylamides), polyoxazoles, and mixtures thereof;
wherein the composition is represented by a structure selected from the group consisting of:
a) wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
each Y is independently a C1 to C5 hydrocarbon that optionally contains at least one heteroatom;
each X is independently at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, hydroxy alkylidene amine, a residue derived from isocyanate, and hydroxy alkylidene ether;
R2 is C1 to C6 alkyl;
n = 10-500;
p = 2-5;
b) wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
R2 is C1 to C6 alkyl;
n = 10-500;
c) wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of urethane, urea, amide, amine;
each Y is independently a C1 to C5 hydrocarbon that optionally contains at least one heteroatom;
each X is independently at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
R2 is C1 to C6 alkyl;
n = 10-500;
p = 2-5;
d) wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
n = 10-500;
e) wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
n = 10-500;
wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is-(AO)n R2 R2 is at least one of H, CH3, C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl;
A is a residue derived from a C2-C8 alkyl, ,or mixtures thereof;
n = 5-300;
EO/AO > 40 mole%;
g) wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is-(AO)n R2 R2 is at least one of H, CH3, C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl;
A is a residue derived from a C2-C8 alkyl, ,or mixtures thereof;
n = 5-300;
EO/AO > 40 mole%.
R3. R4 is H, CH3, or R1, wherein at least one R3 or R4 is an R1;and h) wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is -(AO)n R2 R2 is H, CH3 C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl A is a residue derived from a C2-C8 alkyl, , or mixtures thereof;
n = 5-300;
EO/AO > 40 mole%;
R5 is H or CH3;
X is O or NH.
wherein each component A is independently a nonpolymeric, multi-functional moiety or combination of mono or multifunctional moieties that adsorbs onto a cementitious particle, and contains at least one residue derived from a first component selected from the group consisting of alkyl trialkoxy silanes, alkyl triacyloxy silanes, alkyl triaryloxy silanes, salts of any of the preceding moieties, and mixtures thereof;
wherein component B is an optional moiety, where if present, each component B is independently a nonpolymeric moiety that is disposed between the component A moiety and the component C moiety, and is derived from a second component selected from the group consisting of linear saturated hydrocarbons, linear unsaturated hydrocarbons, saturated branched hydrocarbons, unsaturated branched hydrocarbons, alicyclic hydrocarbons, heterocyclic hydrocarbons, aryl, phosphoester, nitrogen containing compounds, and mixtures thereof; and wherein component C is at least one moiety that is a linear or branched water soluble, nonionic polymer substantially non-adsorbing to cement particles, and is selected from the group consisting of poly(oxyalkylene glycol), poly(oxyalkylene amine), poly(oxyalkylene diamine), monoalkoxy poly(oxyalkylene amine), monoaryloxy poly(oxyalkylene amine), monoalkoxy poly(oxyalkylene glycol), monoaryloxy poly(oxyalkylene glycol), polyvinyl pyrrolidones), poly(methyl vinyl ethers), polyethylene imines), poly(acrylamides), polyoxazoles, and mixtures thereof;
wherein the composition is represented by a structure selected from the group consisting of:
a) wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
each Y is independently a C1 to C5 hydrocarbon that optionally contains at least one heteroatom;
each X is independently at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, hydroxy alkylidene amine, a residue derived from isocyanate, and hydroxy alkylidene ether;
R2 is C1 to C6 alkyl;
n = 10-500;
p = 2-5;
b) wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
R2 is C1 to C6 alkyl;
n = 10-500;
c) wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of urethane, urea, amide, amine;
each Y is independently a C1 to C5 hydrocarbon that optionally contains at least one heteroatom;
each X is independently at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
R2 is C1 to C6 alkyl;
n = 10-500;
p = 2-5;
d) wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
n = 10-500;
e) wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
n = 10-500;
wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is-(AO)n R2 R2 is at least one of H, CH3, C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl;
A is a residue derived from a C2-C8 alkyl, ,or mixtures thereof;
n = 5-300;
EO/AO > 40 mole%;
g) wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is-(AO)n R2 R2 is at least one of H, CH3, C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl;
A is a residue derived from a C2-C8 alkyl, ,or mixtures thereof;
n = 5-300;
EO/AO > 40 mole%.
R3. R4 is H, CH3, or R1, wherein at least one R3 or R4 is an R1;and h) wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is -(AO)n R2 R2 is H, CH3 C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl A is a residue derived from a C2-C8 alkyl, , or mixtures thereof;
n = 5-300;
EO/AO > 40 mole%;
R5 is H or CH3;
X is O or NH.
7. The composition of claim 6, wherein the composition is represented by the following structure:
wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
each Y is independently a C1 to C5 hydrocarbon that optionally contains at least one heteroatom;
each X is independently at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, hydroxy alkylidene amine, a residue derived from isocyanate, and hydroxy alkylidene ether;
R2 is C1 to C6 alkyl;
n = 10-500;
p = 2-5.
wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
each Y is independently a C1 to C5 hydrocarbon that optionally contains at least one heteroatom;
each X is independently at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, hydroxy alkylidene amine, a residue derived from isocyanate, and hydroxy alkylidene ether;
R2 is C1 to C6 alkyl;
n = 10-500;
p = 2-5.
8. The composition of claim 6, wherein the composition is represented by the following structure:
wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
R2 is C1 to C6 alkyl;
n = 10-500.
wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
R2 is C1 to C6 alkyl;
n = 10-500.
9. The composition of claim 6, wherein the composition is represented by the following structure:
wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of urethane, urea, amide, amine;
each Y is independently a C1 to C5 hydrocarbon that optionally contains at least one heteroatom;
each X is independently at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
R2 is C1 to C6 alkyl;
n = 10-500;
p = 2-5.
wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
Q is at least one of urethane, urea, amide, amine;
each Y is independently a C1 to C5 hydrocarbon that optionally contains at least one heteroatom;
each X is independently at least one of carboxylic ester, thioester, amide, urethane, urea, ether, amine, a residue derived from isocyanate, hydroxy alkylidene amine, and hydroxy alkylidene ether;
R2 is C1 to C6 alkyl;
n = 10-500;
p = 2-5.
10. The composition of claim 6, wherein the composition is represented by a structure selected from the group consisting of:
wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
n = 10-500.
wherein R1 is at least one of H, C1-C18 alkyl, phenyl, benzyl, or alkyl sulfonate;
each R is independently at least one of H, methyl, ethyl, propyl, butyl, or phenyl;
n = 10-500.
11. The composition of claim 6, wherein the composition is represented by the following structure:
wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is -(AO)n R2 R2 is at least one of H, CH3, C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl;
A is a residue derived from a C2-C8 alkyl, , or mixtures thereof;
n = 5-300;
EO/AO > 40 mole%.
wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is -(AO)n R2 R2 is at least one of H, CH3, C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl;
A is a residue derived from a C2-C8 alkyl, , or mixtures thereof;
n = 5-300;
EO/AO > 40 mole%.
12. The composition of claim 6, wherein the composition is represented by the following structure:
wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is -(AO)n R2 R2 is at least one of H, CH3,C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl;
A is a residue derived from a C2-C8 alkyl, , or mixtures thereof;
n = 5-300;
EO/AO > 40 mole%.
R3, R4 is H, CH3, or R1, wherein at least one R3 or R4 is an R1.
wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is -(AO)n R2 R2 is at least one of H, CH3,C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl;
A is a residue derived from a C2-C8 alkyl, , or mixtures thereof;
n = 5-300;
EO/AO > 40 mole%.
R3, R4 is H, CH3, or R1, wherein at least one R3 or R4 is an R1.
13. The composition of claim 6, wherein the composition is represented by the following structure:
wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is -(AO)n R2 R2 is H, CH3, C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl A is a residue derived from a C2-C8 alkyl, or mixtures thereof n = 5-300;
EO/AO > 40 mole%;
R5 is H or CH3;
X is O or NH.
wherein R is independently at least one of methyl, ethyl, n-propyl, i-propyl, or mixtures thereof;
R1 is -(AO)n R2 R2 is H, CH3, C2-C18 alkyl, C2-C18 aryl alkyl, or C2-C18 alkyl aryl A is a residue derived from a C2-C8 alkyl, or mixtures thereof n = 5-300;
EO/AO > 40 mole%;
R5 is H or CH3;
X is O or NH.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/291,877 | 2002-11-08 | ||
| US10/291,877 US6908955B2 (en) | 1999-07-09 | 2002-11-08 | Oligomeric dispersant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2448508A1 true CA2448508A1 (en) | 2004-05-08 |
| CA2448508C CA2448508C (en) | 2011-02-22 |
Family
ID=32467744
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2448508A Expired - Fee Related CA2448508C (en) | 2002-11-08 | 2003-11-06 | Oligomeric dispersant |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2448508C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115368054A (en) * | 2021-10-22 | 2022-11-22 | 江苏兴砼弘业新材料有限公司 | Anti-collapse water reducing agent and preparation method thereof |
-
2003
- 2003-11-06 CA CA2448508A patent/CA2448508C/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115368054A (en) * | 2021-10-22 | 2022-11-22 | 江苏兴砼弘业新材料有限公司 | Anti-collapse water reducing agent and preparation method thereof |
| CN115368054B (en) * | 2021-10-22 | 2023-11-24 | 江苏兴砼弘业新材料有限公司 | Collapse-protecting water reducer and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2448508C (en) | 2011-02-22 |
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| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20161107 |