GB1379335A - Nonionic monomeric emulsion stabilizers - Google Patents
Nonionic monomeric emulsion stabilizersInfo
- Publication number
- GB1379335A GB1379335A GB3449673A GB3449673A GB1379335A GB 1379335 A GB1379335 A GB 1379335A GB 3449673 A GB3449673 A GB 3449673A GB 3449673 A GB3449673 A GB 3449673A GB 1379335 A GB1379335 A GB 1379335A
- Authority
- GB
- United Kingdom
- Prior art keywords
- denotes
- allyl
- methacrylate
- hydroxypropyl
- group
- 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
- 239000000839 emulsion Substances 0.000 title abstract 2
- 239000003381 stabilizer Substances 0.000 title abstract 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract 5
- -1 acryloyloxyethyl Chemical group 0.000 abstract 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 abstract 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 abstract 2
- BYDRTKVGBRTTIT-UHFFFAOYSA-N 2-methylprop-2-en-1-ol Chemical compound CC(=C)CO BYDRTKVGBRTTIT-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 2
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- LQZDDWKUQKQXGC-UHFFFAOYSA-N 2-(2-methylprop-2-enoxymethyl)oxirane Chemical compound CC(=C)COCC1CO1 LQZDDWKUQKQXGC-UHFFFAOYSA-N 0.000 abstract 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 abstract 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000005336 allyloxy group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000005394 methallyl group Chemical group 0.000 abstract 1
- 239000002736 nonionic surfactant Substances 0.000 abstract 1
- 229920000570 polyether Polymers 0.000 abstract 1
- 229940014800 succinic anhydride Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/42—Ethers, e.g. polyglycol ethers of alcohols or phenols
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
- C08F2/24—Emulsion polymerisation with the aid of emulsifying agents
- C08F2/30—Emulsion polymerisation with the aid of emulsifying agents non-ionic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/34—Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
- C07C69/40—Succinic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
-
- 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
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
- C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/007—Organic compounds containing halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polyethers (AREA)
- Polymerisation Methods In General (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
1379335 Polyethers KENDALL CO 19 July 1973 34496/73 Heading C2C [Also in Division C3] Novel nonionic monomeric emulsion stabilizers of the formula R-O-V, wherein V denotes acryloyloxyethyl, methacryloyloxyethyl, acryloyloxy - 2 - hydroxypropyl, methacryloyloxy - 2 - hydroxypropyl, allyl, methallyl, allyloxy - 2 - hydroxypropyl or methallyloxy-2-hydroxypropyl, R denotes L-O-(CH 2 CH 2 O) n -CO-Y-CO- or R<SP>1</SP>(CH 2 CH 2 O) n -CO-CH 2 -CHL<SP>1</SP>-CO-, Y denotes a C 2-3 alkylene group, a phenylene group or a phenylene group in which one or more of the hydrogen atoms is replaced by a C 1-4 alkyl group or by a halogen atom, with the proviso that the number of ring carbon atoms between the two carbonyl groups is 2, n is an integer from 9 to 50, L denotes a lipophilic radical, preferably a C 8-28 aliphatic hydrocarbon group optionally bonded through a phenylene linkage, or a group of the formula (where m is an integer of from 10 to 30), L<SP>1</SP> denotes a lipophilic aliphatic hydrocarbon group, and R<SP>1</SP> denotes methoxy, ethoxy, acetoxy, proprionoxy or hydroxyl, are prepared (1) by reacting a non-ionic surfactant with an appropriate dicarboxylic acid anhydride to form an intermediate reaction product, and either reacting subsequently with glycidyl acrylate or methacrylate or with allyl or methallyl glycidyl ether, or by reacting subsequently with hydroxyethyl acrylate or methacrylate or with allyl or methallyl alcohol in the presence of an esterification catalyst; or (2) by reacting a suitable substituted succinic anhydride containing a lipophilic aliphatic hydrocarbon group L<SP>1</SP> either with a glycol R<SP>1</SP>-(CH 2 CH 2 O) n H followed by further reaction with glycidyl acrylate or methacrylate, or allyl ormethallyl glycidyl ether, or with allyl or methallyl alcohol, hydroxyethyl acrylate or methacrylate, or 2-hydroxypropyl acrylate or methacrylate followed by further reaction with ethylene oxide or a glycol of the formula R<SP>1</SP>-(CH 2 CH 2 O) n H.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2340975A DE2340975C2 (en) | 1973-08-14 | 1973-08-14 | Nonionic monomeric emulsion stabilizer and use of the same for emulsion polymerization |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1379335A true GB1379335A (en) | 1975-01-02 |
Family
ID=5889648
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3449673A Expired GB1379335A (en) | 1973-08-14 | 1973-07-19 | Nonionic monomeric emulsion stabilizers |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS5713562B2 (en) |
| BE (1) | BE802918A (en) |
| DE (1) | DE2340975C2 (en) |
| FR (1) | FR2240755B1 (en) |
| GB (1) | GB1379335A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7858682B2 (en) | 2005-11-25 | 2010-12-28 | Basf Aktiengesellschaft | Aqueous coating composition with low VOC content |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA796170B (en) * | 1978-12-07 | 1981-03-25 | Ici Ltd | Macromonomers |
| GB2124636B (en) * | 1982-07-29 | 1985-08-07 | Ici Plc | Polymerisation process |
| DE3777441D1 (en) * | 1986-05-07 | 1992-04-23 | Dai Ichi Kogyo Seiyaku Co Ltd | A POLYMERIZABLE PART CONTAINING SURFACE ACTIVE CONNECTIONS. |
| FR2628005B1 (en) * | 1988-03-01 | 1993-06-18 | Payot Laboratoires N G | STABILIZING AGENT FOR WATER-INSOLUBLE PHASE DISPERSIONS IN AN AQUEOUS PHASE |
-
1973
- 1973-07-19 GB GB3449673A patent/GB1379335A/en not_active Expired
- 1973-07-27 BE BE133979A patent/BE802918A/en not_active IP Right Cessation
- 1973-08-08 JP JP8857273A patent/JPS5713562B2/ja not_active Expired
- 1973-08-13 FR FR7329540A patent/FR2240755B1/fr not_active Expired
- 1973-08-14 DE DE2340975A patent/DE2340975C2/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7858682B2 (en) | 2005-11-25 | 2010-12-28 | Basf Aktiengesellschaft | Aqueous coating composition with low VOC content |
Also Published As
| Publication number | Publication date |
|---|---|
| BE802918A (en) | 1973-11-16 |
| FR2240755B1 (en) | 1977-02-25 |
| JPS5044993A (en) | 1975-04-22 |
| DE2340975C2 (en) | 1982-11-25 |
| FR2240755A1 (en) | 1975-03-14 |
| JPS5713562B2 (en) | 1982-03-18 |
| DE2340975A1 (en) | 1975-02-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19920719 |