GB877956A - Modified water-soluble polymeric substituted acrylamides - Google Patents
Modified water-soluble polymeric substituted acrylamidesInfo
- Publication number
- GB877956A GB877956A GB2447/58A GB244758A GB877956A GB 877956 A GB877956 A GB 877956A GB 2447/58 A GB2447/58 A GB 2447/58A GB 244758 A GB244758 A GB 244758A GB 877956 A GB877956 A GB 877956A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- methyl acrylate
- vinyl
- units
- copolymers
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000003926 acrylamides Chemical class 0.000 title 1
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 6
- 229920001577 copolymer Polymers 0.000 abstract 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 abstract 2
- 239000000178 monomer Substances 0.000 abstract 2
- GVWISOJSERXQBM-UHFFFAOYSA-N n-methylpropan-1-amine Chemical compound CCCNC GVWISOJSERXQBM-UHFFFAOYSA-N 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- GHPCICSQWQDZLM-UHFFFAOYSA-N 1-(4-chlorophenyl)sulfonyl-1-methyl-3-propylurea Chemical compound CCCNC(=O)N(C)S(=O)(=O)C1=CC=C(Cl)C=C1 GHPCICSQWQDZLM-UHFFFAOYSA-N 0.000 abstract 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 abstract 1
- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 abstract 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000005250 alkyl acrylate group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- -1 alkyl styrenes Chemical class 0.000 abstract 1
- 150000001408 amides Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000000908 ammonium hydroxide Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 abstract 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical class C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 abstract 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical class CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 230000014759 maintenance of location Effects 0.000 abstract 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- JILXUIANNUALRZ-UHFFFAOYSA-N n',n'-diethylbutane-1,4-diamine Chemical compound CCN(CC)CCCCN JILXUIANNUALRZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 abstract 1
- 239000002689 soil Substances 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 150000003568 thioethers Chemical class 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
- C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
- C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Water-soluble copolymers containing recurring units of the N-methylglucamide of acrylic acid are obtained by reacting a copolymer of methyl acrylate and at least one monoethylenically unsaturated monomer with sufficient N-methyl-glucamine to convert from 10%-100% of the methyl acrylate units to amide units and thereby render the copolymer water-soluble, the reaction being carried out at a temperature in the range of 115 DEG -155 DEG C. in the presence of an inert organic solvent, e.g. dimethyl formamide, dimethyl sulphoxide or dioxane. Unsaturated monomers specified are alkyl acrylates and methacrylates, acrylic acid, acrylonitrile, styrene, chlorostyrene and alkyl styrenes, vinyl ethers and sulphides, N-vinyl pyrrolidone, piperidone and oxohexamethyleneimine and alkyl derivatives thereof, vinyl sulphones and N-vinyl alkylene-ureas. In the examples, the use is described of copolymers of methyl acrylate with methyl, ethyl and dodecyl methacrylates. When the resulting copolymer contains unreacted methyl acrylate units, these may be hydrolysed by treatment with an alkali metal or ammonium hydroxide, or reacted with a low molecular weight amine, e.g. dimethylamine, dibutylamine, N-methyl-N-propylamine, dimethylaminopropylamine or diethylaminobutylamine. The copolymers may be used as soil conditioners, whiteness retention agents for textiles and in applications to paper.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US640069A US2892823A (en) | 1957-02-14 | 1957-02-14 | Modified water-soluble polyacrylamides and method of making same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB877956A true GB877956A (en) | 1961-09-20 |
Family
ID=24566722
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2447/58A Expired GB877956A (en) | 1957-02-14 | 1958-01-24 | Modified water-soluble polymeric substituted acrylamides |
| GB2388/58A Expired GB876591A (en) | 1957-02-14 | 1958-01-24 | Water-soluble polymeric substituted acrylamides |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2388/58A Expired GB876591A (en) | 1957-02-14 | 1958-01-24 | Water-soluble polymeric substituted acrylamides |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US2892823A (en) |
| BE (2) | BE564743A (en) |
| DE (2) | DE1060143B (en) |
| FR (2) | FR1198808A (en) |
| GB (2) | GB877956A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3367418A (en) * | 1965-04-22 | 1968-02-06 | Dow Chemical Co | Water flooding method |
| US4589261A (en) * | 1983-12-06 | 1986-05-20 | Daikin Industries, Ltd. | Ice making machine and method of manufacture thereof |
| CN117467133B (en) * | 2023-12-28 | 2024-03-15 | 南京审计大学 | Fluorinated cationic polymer gene vector and preparation method thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2744885A (en) * | 1954-07-20 | 1956-05-08 | Rohm & Haas | Aminoalkyl esters |
-
0
- BE BE564744D patent/BE564744A/xx unknown
- BE BE564743D patent/BE564743A/xx unknown
-
1957
- 1957-02-14 US US640069A patent/US2892823A/en not_active Expired - Lifetime
-
1958
- 1958-01-24 GB GB2447/58A patent/GB877956A/en not_active Expired
- 1958-01-24 GB GB2388/58A patent/GB876591A/en not_active Expired
- 1958-02-05 DE DER22630A patent/DE1060143B/en active Pending
- 1958-02-05 DE DER22631A patent/DE1060602B/en active Pending
- 1958-02-11 FR FR1198808D patent/FR1198808A/en not_active Expired
- 1958-02-11 FR FR1198809D patent/FR1198809A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE564743A (en) | 1900-01-01 |
| FR1198809A (en) | 1959-12-09 |
| US2892823A (en) | 1959-06-30 |
| BE564744A (en) | 1900-01-01 |
| FR1198808A (en) | 1959-12-09 |
| DE1060602B (en) | 1959-07-02 |
| DE1060143B (en) | 1959-06-25 |
| GB876591A (en) | 1961-09-06 |
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