Method for manufacturing acrylic acid-based polymer and use for same
    1.
    发明授权
    Method for manufacturing acrylic acid-based polymer and use for same 有权
    丙烯酸类聚合物的制造方法及其用途

    公开(公告)号:US09034996B2

    公开(公告)日:2015-05-19

    申请号:US14349805

    申请日:2012-10-29

    Abstract: The present invention relates to a production method for efficiently obtaining an acrylic acid-based polymer having a narrow molecular mass distribution and a low molecular mass, without using a large amount of chain transfer agent. A method for continuously producing an acrylic acid-based polymer obtained by continuously polymerizing a monomer having acrylic acid as an essential component, characterized in that a liquid feed pump applies a mechanical load of 0.5 to 2.5 kJ/L to the liquid discharged from the outlet of a reactor. An acrylic acid-based polymer having fewer high-molecular-mass components, excellent dispersion and other properties, and a low molecular mass is thereby obtained.

    Abstract translation: 本发明涉及在不使用大量的链转移剂的情况下有效地获得具有窄分子量分布和低分子量的丙烯酸类聚合物的制备方法。 通过连续聚合具有丙烯酸作为必要成分的单体而获得的连续生产丙烯酸类聚合物的方法,其特征在于,液体供给泵对从出口排出的液体施加0.5〜2.5kJ / L的机械载荷 的反应堆。 由此获得具有较少高分子量组分,优异的分散性和其它性能以及低分子量的丙烯酸类聚合物。

    Copolymers
    2.
    发明授权
    Copolymers 失效
    共聚物

    公开(公告)号:US4356003A

    公开(公告)日:1982-10-26

    申请号:US124251

    申请日:1980-02-25

    Abstract: Copolymers are described of at least 75% by weight of tert-butyl styrene, from 1% to 24% by weight of a copolymerizable second monomer and from 1% to 10% by weight of methacrylic acid, the copolymers having certain specified solubility and rheological characteristics in AVTUR 50 aviation kerosene. A process for making the copolymers by aqueous emulsion polymerization of the monomers under certain defined conditions is also described. The copolymers are useful as additives to liquid hydrocarbon aircraft fuels for the purpose of reducing the tendency of such fuels to form inflammable mists under shock conditions.

    Abstract translation: 共聚物描述为至少75重量%的叔丁基苯乙烯,1重量%至24重量%的可共聚的第二单体和1重量%至10重量%的甲基丙烯酸,所述共聚物具有特定的溶解度和流变性 AVTUR 50航空煤油的特点。 还描述了在某些限定条件下通过单体的水乳液聚合制备共聚物的方法。 该共聚物可用作液体烃飞机燃料的添加剂,目的是减少这种燃料在冲击条件下形成易燃雾的趋势。

    Lubricant composition
    5.
    发明授权

    公开(公告)号:US2892783A

    公开(公告)日:1959-06-30

    申请号:US72956058

    申请日:1958-04-21

    CPC classification number: C10M159/005 C08F8/00 C08F16/12 C08F20/58 C08F20/62 C08F22/00 C08F220/18 C08F283/00 C08F283/06 C08F290/062 C08F2800/10 C08F2800/20 C10M1/08 C10M3/00 C10M143/00 C10M143/02 C10M145/02 C10M147/02 C10M149/02 C10M151/02 C10M153/02 C10M2203/02 C10M2203/022 C10M2203/024 C10M2203/04 C10M2203/10 C10M2205/00 C10M2205/02 C10M2205/022 C10M2205/026 C10M2205/14 C10M2205/16 C10M2205/17 C10M2205/18 C10M2205/22 C10M2207/027 C10M2207/282 C10M2207/34 C10M2209/02 C10M2209/084 C10M2209/103 C10M2209/104 C10M2209/105 C10M2209/107 C10M2209/108 C10M2209/109 C10M2213/00 C10M2213/02 C10M2213/04 C10M2213/06 C10M2215/042 C10M2217/00 C10M2217/02 C10M2217/022 C10M2217/023 C10M2217/024 C10M2217/026 C10M2217/028 C10M2217/04 C10M2217/044 C10M2217/045 C10M2217/06 C10M2219/087 C10M2219/088 C10M2219/089 C10M2221/00 C10M2221/02 C10M2221/04 C10M2221/041 C10M2221/043 C10M2223/041 C10M2223/045 C10M2223/12 C10M2225/00 C10M2225/02 C10M2225/04 C10M2227/02 C10M2229/00 C10N2210/02 C10N2240/04 C10N2240/042 C10N2240/044 C10N2240/046 C10N2240/10 C10N2240/101 C10N2240/104 C10N2240/106 C10N2270/02 Y10S526/933 C08F8/14 C08F8/12 C08F120/18 C08F110/10

    Abstract: A lubricating composition, especially suitable for use in internal combustion engines, comprises a major proportion by weight of a lubricating oil and a minor proportion by weight, sufficient to enhance the detergent characteristics of the composition, of an additive consisting of a predominantly aliphatic or cycloaliphatic macromolecule, which macromolecule comprises up to 99,9% by weight of oil-solubilizing aliphatic or cycloaliphatic hydrocarbon groups and at least 0,1% by weight of one or more non-carboxylic-ester-linked polyglycol groups each having at least five alkylene oxide units with from two to seven carbon atoms in each alkylene oxide unit, said macromolecule having an average molecular weight of at least 50,000 and a solubility in the lubricating oil of at least 0,5% by weight. The lubricating oil may be a mineral oil, a synthetic hydrocarbon (e.g. a hydrogenated hydrocarbon, polymer, a chlorinated alkane/aryl compound condensation product or a high molecular weight alkylated hydrocarbon such as an alkylated wax), an alkylene oxide polymer or an etherification and/or esterification product thereof, or an ester such as di(2-ethylhexyl) sebacate, tricresyl phosphate or a silicate ester. The macromolecular additive may be a copolymer of (A) an oilsolubilizing olefin of 2-30 carbon atoms or a monomeric compound having a polymerizable ethylenic linkage and containing a hydrocarbyl group of 4-30 aliphatic or cycloaliphatic carbon atoms (e.g. an alkenyl ether, an alkenyl ester of a monocarboxylic acid, or an ester of an unsaturated mono- or di-carboxylic acid), (B) a noncarboxylic-ester-linked polyglycol monomeric compound having a polymerizable ethylenic linkage and a polyglycol group containing at least 5 alkylene oxide units in which each alkylene oxide unit has 2-7 carbon atoms and, optionally, (C) a monomeric polar compound having a polymerizable ethylenic linkage and a polar group (e.g. -COOH, -CONH2, -CONH-ROH or -CONHRNH2 where R is alkylene, carboxyl groups esterified with hydroxy- or amino-substituted alkyl groups, heterocyclic nitrogenous groups, epoxy groups and cyano groups). In monomer (B), the polyvalent linking group or atom between the group bearing the polymerizable ethylenic linkage and the polyglycol group may be -0-, -5-, or a carbonyl, sulphonyloxy, iminocarbonyl, ureylene, iminocarbonyloxy, phosphonyloxy or imino group. Specific examples of monomers (B) are polyglycol amides of unsaturated mono- or dicarboxylic acids and vinyl or allyl monoethers of polyglycols. However, methods other than copolymerization may be used in preparing the macromolecular additive. Specific macromolecular additives mentioned as suitable for addition to mineral lubricating oil are (i) the copolymer of dodecyl methacrylate and methacrylamide-initiated or allylamine-initiated polyethylene glycol, (ii) the copolymer of dodecyl methacrylate and polyethylene glycol monovinyl ether, (iii) the phosphonate product formed by reacting chlorophosphonylated polyisobutylene with the dodecyl mono-ether of polyethylene glycol and (iv) the sulphonate product formed by reacting chlorosulphonylated polyisobutylene with the dodecyl mono-ether of polyethylene glycol. The lubricant composition may contain additional ingredients such as pour point depressants, oiliness and extreme pressure agents, antioxidants and corrosion inhibitors (e.g. P2S5-treated pinene and divalent metal salts of organic dithiophosphoric acids), blooming agents, thickening agents, viscosity improvers (e.g. alkyl methacrylate polymers or butene polymers) or auxiliary detergents and antiwear agents (e.g. alkaline earth phenates of higher alkyl phenols).ALSO:An additive for lubricating oils (see Group III) consists of a predominantly aliphatic or cycloaliphatic macromolecule which comprises up to 99,9% by weight of oil-solubilizing aliphatic or cycloaliphatic hydrocarbon groups and at least 0,1% by weight of one or more non-carboxylic-ester-linked polyglycol groups each having at least 5 alkylene oxide units with 2-7 carbon atoms in each alkylene oxide unit, said macromolecule having an average molecular weight of at least 50,000 and a solubility in the lubricating oil of at least 0,5% by weight. The additive may be a copolymer of (A) an oil-solubilizing olefin of 2-30 carbon atoms or a monomeric compound having a polymerizable ethylenic linkage and containing a hydrocarbyl group of 4-30 aliphatic or cycloaliphatic carbon atoms (e.g. an alkenyl ether, an alkenyl ester of a monocarboxylic acid or an ester of an unsaturated mono- or di-carboxylic acid), (B) a non-carboxylic-ester-linked polyglycol monomeric compound having a polymerizable ethylenic linkage and a polyglycol group containing at least 5 alkylene oxide units in which each alkylene oxide unit has 2-7 carbon atoms and, optionally, (C) a monomeric polar compound having a polymerizable ethylenic linkage and a polar group (e.g. -COOH, -CONH2, -CONHROH or -CONHRNH2 where R is alkylene, carboxyl groups esterified with hydroxy- or amino-substituted alkyl groups, heterocyclic nitrogenous groups, epoxy groups and cyano groups). In monomer (B), the polyvalent linking group or atom between the group bearing the polymerizable ethylenic linkage and the polyglycol group may be -O-, -S-, or a carbonyl, sulphonyloxy, iminocarbonyl, ureylene, imino carbonyloxy, phosphonyloxy or imino group. Specific examples of monomers (B) are polyglycol amides of unsaturated mono- or di-carboxylic acids and vinyl or allyl monoethers of polyglycols. However, methods other than copolymerization may be used in preparing the macromolecular additive. In the examples, the preparation is described of (i) the copolymer of dodecyl methacrylate and methacrylamide-initiated or allylamine-initiated polyethylene glycol, (ii) the copolymer of dodecyl methacrylate and polyethylene glycol monovinyl ether, (iii) the phosphonate product formed by reacting chlorophosphonylated polyisobutylene with the dodecyl mono-ether of polyethelene glycol and (iv) the sulphonate product formed by reacting chlorosulphonylated polyisobutylene with the dodecyl monoether of polyethylene glycol.

    Detergent copolymer acyl amido alkyl ethers of polyalkylene glycol
    8.
    发明授权
    Detergent copolymer acyl amido alkyl ethers of polyalkylene glycol 失效
    洗涤剂共聚物ACYL AMIDO ALKYL聚乙二醇

    公开(公告)号:US3428615A

    公开(公告)日:1969-02-18

    申请号:US3428615D

    申请日:1967-08-21

    Applicant: CHEVRON RES

    CPC classification number: C10M159/005 C08F8/00 C08F16/12 C08F20/58 C08F20/62 C08F22/00 C08F220/18 C08F283/00 C08F283/06 C08F290/062 C08F2800/10 C08F2800/20 C10M1/08 C10M3/00 C10M143/00 C10M143/02 C10M145/02 C10M147/02 C10M149/02 C10M151/02 C10M153/02 C10M2203/02 C10M2203/022 C10M2203/024 C10M2203/04 C10M2203/10 C10M2205/00 C10M2205/02 C10M2205/022 C10M2205/026 C10M2205/14 C10M2205/16 C10M2205/17 C10M2205/18 C10M2205/22 C10M2207/027 C10M2207/282 C10M2207/34 C10M2209/02 C10M2209/084 C10M2209/103 C10M2209/104 C10M2209/105 C10M2209/107 C10M2209/108 C10M2209/109 C10M2213/00 C10M2213/02 C10M2213/04 C10M2213/06 C10M2215/042 C10M2217/00 C10M2217/02 C10M2217/022 C10M2217/023 C10M2217/024 C10M2217/026 C10M2217/028 C10M2217/04 C10M2217/044 C10M2217/045 C10M2217/06 C10M2219/087 C10M2219/088 C10M2219/089 C10M2221/00 C10M2221/02 C10M2221/04 C10M2221/041 C10M2221/043 C10M2223/041 C10M2223/045 C10M2223/12 C10M2225/00 C10M2225/02 C10M2225/04 C10M2227/02 C10M2229/00 C10N2210/02 C10N2240/04 C10N2240/042 C10N2240/044 C10N2240/046 C10N2240/10 C10N2240/101 C10N2240/104 C10N2240/106 C10N2270/02 Y10S526/933 C08F8/14 C08F8/12 C08F120/18 C08F110/10

    Abstract: A lubricating composition, especially suitable for use in internal combustion engines, comprises a major proportion by weight of a lubricating oil and a minor proportion by weight, sufficient to enhance the detergent characteristics of the composition, of an additive consisting of a predominantly aliphatic or cycloaliphatic macromolecule, which macromolecule comprises up to 99,9% by weight of oil-solubilizing aliphatic or cycloaliphatic hydrocarbon groups and at least 0,1% by weight of one or more non-carboxylic-ester-linked polyglycol groups each having at least five alkylene oxide units with from two to seven carbon atoms in each alkylene oxide unit, said macromolecule having an average molecular weight of at least 50,000 and a solubility in the lubricating oil of at least 0,5% by weight. The lubricating oil may be a mineral oil, a synthetic hydrocarbon (e.g. a hydrogenated hydrocarbon, polymer, a chlorinated alkane/aryl compound condensation product or a high molecular weight alkylated hydrocarbon such as an alkylated wax), an alkylene oxide polymer or an etherification and/or esterification product thereof, or an ester such as di(2-ethylhexyl) sebacate, tricresyl phosphate or a silicate ester. The macromolecular additive may be a copolymer of (A) an oilsolubilizing olefin of 2-30 carbon atoms or a monomeric compound having a polymerizable ethylenic linkage and containing a hydrocarbyl group of 4-30 aliphatic or cycloaliphatic carbon atoms (e.g. an alkenyl ether, an alkenyl ester of a monocarboxylic acid, or an ester of an unsaturated mono- or di-carboxylic acid), (B) a noncarboxylic-ester-linked polyglycol monomeric compound having a polymerizable ethylenic linkage and a polyglycol group containing at least 5 alkylene oxide units in which each alkylene oxide unit has 2-7 carbon atoms and, optionally, (C) a monomeric polar compound having a polymerizable ethylenic linkage and a polar group (e.g. -COOH, -CONH2, -CONH-ROH or -CONHRNH2 where R is alkylene, carboxyl groups esterified with hydroxy- or amino-substituted alkyl groups, heterocyclic nitrogenous groups, epoxy groups and cyano groups). In monomer (B), the polyvalent linking group or atom between the group bearing the polymerizable ethylenic linkage and the polyglycol group may be -0-, -5-, or a carbonyl, sulphonyloxy, iminocarbonyl, ureylene, iminocarbonyloxy, phosphonyloxy or imino group. Specific examples of monomers (B) are polyglycol amides of unsaturated mono- or dicarboxylic acids and vinyl or allyl monoethers of polyglycols. However, methods other than copolymerization may be used in preparing the macromolecular additive. Specific macromolecular additives mentioned as suitable for addition to mineral lubricating oil are (i) the copolymer of dodecyl methacrylate and methacrylamide-initiated or allylamine-initiated polyethylene glycol, (ii) the copolymer of dodecyl methacrylate and polyethylene glycol monovinyl ether, (iii) the phosphonate product formed by reacting chlorophosphonylated polyisobutylene with the dodecyl mono-ether of polyethylene glycol and (iv) the sulphonate product formed by reacting chlorosulphonylated polyisobutylene with the dodecyl mono-ether of polyethylene glycol. The lubricant composition may contain additional ingredients such as pour point depressants, oiliness and extreme pressure agents, antioxidants and corrosion inhibitors (e.g. P2S5-treated pinene and divalent metal salts of organic dithiophosphoric acids), blooming agents, thickening agents, viscosity improvers (e.g. alkyl methacrylate polymers or butene polymers) or auxiliary detergents and antiwear agents (e.g. alkaline earth phenates of higher alkyl phenols).ALSO:An additive for lubricating oils (see Group III) consists of a predominantly aliphatic or cycloaliphatic macromolecule which comprises up to 99,9% by weight of oil-solubilizing aliphatic or cycloaliphatic hydrocarbon groups and at least 0,1% by weight of one or more non-carboxylic-ester-linked polyglycol groups each having at least 5 alkylene oxide units with 2-7 carbon atoms in each alkylene oxide unit, said macromolecule having an average molecular weight of at least 50,000 and a solubility in the lubricating oil of at least 0,5% by weight. The additive may be a copolymer of (A) an oil-solubilizing olefin of 2-30 carbon atoms or a monomeric compound having a polymerizable ethylenic linkage and containing a hydrocarbyl group of 4-30 aliphatic or cycloaliphatic carbon atoms (e.g. an alkenyl ether, an alkenyl ester of a monocarboxylic acid or an ester of an unsaturated mono- or di-carboxylic acid), (B) a non-carboxylic-ester-linked polyglycol monomeric compound having a polymerizable ethylenic linkage and a polyglycol group containing at least 5 alkylene oxide units in which each alkylene oxide unit has 2-7 carbon atoms and, optionally, (C) a monomeric polar compound having a polymerizable ethylenic linkage and a polar group (e.g. -COOH, -CONH2, -CONHROH or -CONHRNH2 where R is alkylene, carboxyl groups esterified with hydroxy- or amino-substituted alkyl groups, heterocyclic nitrogenous groups, epoxy groups and cyano groups). In monomer (B), the polyvalent linking group or atom between the group bearing the polymerizable ethylenic linkage and the polyglycol group may be -O-, -S-, or a carbonyl, sulphonyloxy, iminocarbonyl, ureylene, imino carbonyloxy, phosphonyloxy or imino group. Specific examples of monomers (B) are polyglycol amides of unsaturated mono- or di-carboxylic acids and vinyl or allyl monoethers of polyglycols. However, methods other than copolymerization may be used in preparing the macromolecular additive. In the examples, the preparation is described of (i) the copolymer of dodecyl methacrylate and methacrylamide-initiated or allylamine-initiated polyethylene glycol, (ii) the copolymer of dodecyl methacrylate and polyethylene glycol monovinyl ether, (iii) the phosphonate product formed by reacting chlorophosphonylated polyisobutylene with the dodecyl mono-ether of polyethelene glycol and (iv) the sulphonate product formed by reacting chlorosulphonylated polyisobutylene with the dodecyl monoether of polyethylene glycol.

    Detergent copolymer of polyglycol alkenyl ethers
    9.
    发明授权
    Detergent copolymer of polyglycol alkenyl ethers 失效
    聚二醇烯基醚的洗涤剂共聚物

    公开(公告)号:US3337516A

    公开(公告)日:1967-08-22

    申请号:US42715965

    申请日:1965-01-21

    Applicant: CHEVRON RES

    CPC classification number: C10M159/005 C08F8/00 C08F16/12 C08F20/58 C08F20/62 C08F22/00 C08F220/18 C08F283/00 C08F283/06 C08F290/062 C08F2800/10 C08F2800/20 C10M1/08 C10M3/00 C10M143/00 C10M143/02 C10M145/02 C10M147/02 C10M149/02 C10M151/02 C10M153/02 C10M2203/02 C10M2203/022 C10M2203/024 C10M2203/04 C10M2203/10 C10M2205/00 C10M2205/02 C10M2205/022 C10M2205/026 C10M2205/14 C10M2205/16 C10M2205/17 C10M2205/18 C10M2205/22 C10M2207/027 C10M2207/282 C10M2207/34 C10M2209/02 C10M2209/084 C10M2209/103 C10M2209/104 C10M2209/105 C10M2209/107 C10M2209/108 C10M2209/109 C10M2213/00 C10M2213/02 C10M2213/04 C10M2213/06 C10M2215/042 C10M2217/00 C10M2217/02 C10M2217/022 C10M2217/023 C10M2217/024 C10M2217/026 C10M2217/028 C10M2217/04 C10M2217/044 C10M2217/045 C10M2217/06 C10M2219/087 C10M2219/088 C10M2219/089 C10M2221/00 C10M2221/02 C10M2221/04 C10M2221/041 C10M2221/043 C10M2223/041 C10M2223/045 C10M2223/12 C10M2225/00 C10M2225/02 C10M2225/04 C10M2227/02 C10M2229/00 C10N2210/02 C10N2240/04 C10N2240/042 C10N2240/044 C10N2240/046 C10N2240/10 C10N2240/101 C10N2240/104 C10N2240/106 C10N2270/02 Y10S526/933 C08F8/14 C08F8/12 C08F120/18 C08F110/10

    Abstract: A lubricating composition, especially suitable for use in internal combustion engines, comprises a major proportion by weight of a lubricating oil and a minor proportion by weight, sufficient to enhance the detergent characteristics of the composition, of an additive consisting of a predominantly aliphatic or cycloaliphatic macromolecule, which macromolecule comprises up to 99,9% by weight of oil-solubilizing aliphatic or cycloaliphatic hydrocarbon groups and at least 0,1% by weight of one or more non-carboxylic-ester-linked polyglycol groups each having at least five alkylene oxide units with from two to seven carbon atoms in each alkylene oxide unit, said macromolecule having an average molecular weight of at least 50,000 and a solubility in the lubricating oil of at least 0,5% by weight. The lubricating oil may be a mineral oil, a synthetic hydrocarbon (e.g. a hydrogenated hydrocarbon, polymer, a chlorinated alkane/aryl compound condensation product or a high molecular weight alkylated hydrocarbon such as an alkylated wax), an alkylene oxide polymer or an etherification and/or esterification product thereof, or an ester such as di(2-ethylhexyl) sebacate, tricresyl phosphate or a silicate ester. The macromolecular additive may be a copolymer of (A) an oilsolubilizing olefin of 2-30 carbon atoms or a monomeric compound having a polymerizable ethylenic linkage and containing a hydrocarbyl group of 4-30 aliphatic or cycloaliphatic carbon atoms (e.g. an alkenyl ether, an alkenyl ester of a monocarboxylic acid, or an ester of an unsaturated mono- or di-carboxylic acid), (B) a noncarboxylic-ester-linked polyglycol monomeric compound having a polymerizable ethylenic linkage and a polyglycol group containing at least 5 alkylene oxide units in which each alkylene oxide unit has 2-7 carbon atoms and, optionally, (C) a monomeric polar compound having a polymerizable ethylenic linkage and a polar group (e.g. -COOH, -CONH2, -CONH-ROH or -CONHRNH2 where R is alkylene, carboxyl groups esterified with hydroxy- or amino-substituted alkyl groups, heterocyclic nitrogenous groups, epoxy groups and cyano groups). In monomer (B), the polyvalent linking group or atom between the group bearing the polymerizable ethylenic linkage and the polyglycol group may be -0-, -5-, or a carbonyl, sulphonyloxy, iminocarbonyl, ureylene, iminocarbonyloxy, phosphonyloxy or imino group. Specific examples of monomers (B) are polyglycol amides of unsaturated mono- or dicarboxylic acids and vinyl or allyl monoethers of polyglycols. However, methods other than copolymerization may be used in preparing the macromolecular additive. Specific macromolecular additives mentioned as suitable for addition to mineral lubricating oil are (i) the copolymer of dodecyl methacrylate and methacrylamide-initiated or allylamine-initiated polyethylene glycol, (ii) the copolymer of dodecyl methacrylate and polyethylene glycol monovinyl ether, (iii) the phosphonate product formed by reacting chlorophosphonylated polyisobutylene with the dodecyl mono-ether of polyethylene glycol and (iv) the sulphonate product formed by reacting chlorosulphonylated polyisobutylene with the dodecyl mono-ether of polyethylene glycol. The lubricant composition may contain additional ingredients such as pour point depressants, oiliness and extreme pressure agents, antioxidants and corrosion inhibitors (e.g. P2S5-treated pinene and divalent metal salts of organic dithiophosphoric acids), blooming agents, thickening agents, viscosity improvers (e.g. alkyl methacrylate polymers or butene polymers) or auxiliary detergents and antiwear agents (e.g. alkaline earth phenates of higher alkyl phenols).ALSO:An additive for lubricating oils (see Group III) consists of a predominantly aliphatic or cycloaliphatic macromolecule which comprises up to 99,9% by weight of oil-solubilizing aliphatic or cycloaliphatic hydrocarbon groups and at least 0,1% by weight of one or more non-carboxylic-ester-linked polyglycol groups each having at least 5 alkylene oxide units with 2-7 carbon atoms in each alkylene oxide unit, said macromolecule having an average molecular weight of at least 50,000 and a solubility in the lubricating oil of at least 0,5% by weight. The additive may be a copolymer of (A) an oil-solubilizing olefin of 2-30 carbon atoms or a monomeric compound having a polymerizable ethylenic linkage and containing a hydrocarbyl group of 4-30 aliphatic or cycloaliphatic carbon atoms (e.g. an alkenyl ether, an alkenyl ester of a monocarboxylic acid or an ester of an unsaturated mono- or di-carboxylic acid), (B) a non-carboxylic-ester-linked polyglycol monomeric compound having a polymerizable ethylenic linkage and a polyglycol group containing at least 5 alkylene oxide units in which each alkylene oxide unit has 2-7 carbon atoms and, optionally, (C) a monomeric polar compound having a polymerizable ethylenic linkage and a polar group (e.g. -COOH, -CONH2, -CONHROH or -CONHRNH2 where R is alkylene, carboxyl groups esterified with hydroxy- or amino-substituted alkyl groups, heterocyclic nitrogenous groups, epoxy groups and cyano groups). In monomer (B), the polyvalent linking group or atom between the group bearing the polymerizable ethylenic linkage and the polyglycol group may be -O-, -S-, or a carbonyl, sulphonyloxy, iminocarbonyl, ureylene, imino carbonyloxy, phosphonyloxy or imino group. Specific examples of monomers (B) are polyglycol amides of unsaturated mono- or di-carboxylic acids and vinyl or allyl monoethers of polyglycols. However, methods other than copolymerization may be used in preparing the macromolecular additive. In the examples, the preparation is described of (i) the copolymer of dodecyl methacrylate and methacrylamide-initiated or allylamine-initiated polyethylene glycol, (ii) the copolymer of dodecyl methacrylate and polyethylene glycol monovinyl ether, (iii) the phosphonate product formed by reacting chlorophosphonylated polyisobutylene with the dodecyl mono-ether of polyethelene glycol and (iv) the sulphonate product formed by reacting chlorosulphonylated polyisobutylene with the dodecyl monoether of polyethylene glycol.

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