Daikin Industries, Ltd.

Sumika Fine Chemicals, Co.,ltd.

Osaka University

Daiken Industries, Ltd.

Michio Matsuda

Tetsuya Uehara

Kayo Kusumi

Ikuo Yamamoto

Takashi Enomoto

Hirotoshi Sakashita

Eiji Masuda

Hiroki Ueno

Tomohiro Yoshida

Hisako Nakamura

Akihiro Oshima

Norimasa Uesugi

Mitsuhiro Usugaya

Yuko Shiotani

Kazuyuki Satou

Kensuke Mohara

Yoshiyuki Imamiya

Yuuki Yamamoto

Susumu Nishizawa

Yoshikage Ohmukai

Yutaka Otani

Daisuke Noguchi

Provided are a fluorine-free soil resistant agent and a soil resistant treatment method which give excellent water-repellency and excellent antifouling property to a substrate, especially a carpet. The soil resistant agent contains (1) a fluorine-free copolymer having (a) a repeating unit formed from an acrylic monomer having a hydrocarbon group containing 7 to 40 carbon atoms, and (b) a repeating unit formed from an acrylic monomer having a hydrophilic group, and (2) water or a mixture of water and an organic solvent dispersing the fluorine-free copolymer (1). A method of treating the substrate, includes applying the soil resistant agent to the substrate.

Method of treating substrate

An oil-resistant agent for paper, which contains a non-fluorine copolymer that has a repeating unit formed from (a) an acrylic monomer having a long-chain hydrocarbon group with 7-40 carbon atoms and a repeating unit formed from (b) an acrylic monomer having a hydrophilic group. The oil-resistant agent for paper also contains a liquid medium that is composed of water and/or an organic solvent, preferably of water or a mixture (aqueous medium) of water and an organic solvent. The non-fluorine copolymer preferably has a repeating unit formed from (c) a monomer having an ion donor group in addition to the repeating units formed from the monomers (a) and (b). Also disclosed is an oil-resistant paper having an oil-resistant layer including the oil-resistant agent for paper, and starch or modified starch, on a surface of the paper as well as a method of treating paper.

Oil-resistant agent for paper

A method for producing a paper, which includes applying at least one of ionizing radiation and plasma to at least one of a paper base and a compound (A) selected from: a compound having a carbon-carbon unsaturated bond and containing no fluorine atom in a molecular structure, and a compound containing no fluorine atom in a molecular structure in which radicals are generated by irradiation of an electron beam to the compound, to introduce a layer formed from the compound (A) on a surface of the paper base.

Method for producing paper

A molded pulp product including: a pulp, a water- and oil-resistant agent, and a water soluble polymer that does not dissolve in an aqueous medium at 40&#xb0; C. or lower, wherein a content of the water soluble polymer is 1 to 50% by mass, based on the pulp.

Pulp molded product and method for manufacturing same

Disclosed is a treatment agent for paper comprising a fluorine-containing copolymer having a repeat unit (a) derived from a fluorine-containing monomer represented by general formula (I): CH&#x2550;C(&#x2014;X)&#x2014;C(&#x2550;O)&#x2014;Y&#x2014;[&#x2014;CH)&#x2014;Z&#x2014;]&#x2014;(CH)&#x2014;Rf; a repeat unit (b) derived from at least one amino monomer represented by general formula (II-1): or a derivative thereof; and a repeat unit (c) derived from a pyrrolidone monomer represented by general formula (III): The treatment agent for paper provides paper having high oil resistance and high water resistance.

Copolymer, treatment agent for paper, and treated paper

A water-resistant/oil-resistant agent for paper containing (I) a fluorine-containing copolymer including repeating units derived from: (a) a fluorine-containing monomer that has a fluoroalkyl group and that is represented by general formula (1): CH&#x2550;C(&#x2014;X)&#x2014;C(&#x2550;O)&#x2014;Y&#x2014;Z&#x2014;Rf (where X is a hydrogen atom, a linear or branched alkyl group having 1-21 carbon atoms, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, or the like; Y is &#x2014;O&#x2014; or &#x2014;NH&#x2014;; Z is an aliphatic group having 1-10 carbon atoms, an aromatic group having 6-10 carbon atoms, a cycloaliphatic group, or the like; and Rf is a linear or branched fluoroalkyl group having 1-6 carbon atoms), and (b) a (meth)acrylate monomer containing no fluorine atoms; and (II) a polypropylene glycol compound. Also disclosed is a method for treating paper, a treated paper and a composition for treating paper containing the water-resistant/oil resistant agent.

Water-resistant/oil-resistant agent for paper

Disclosed is a water and oil resistant agent comprising a fluorine-containing copolymer obtained by copolymerizing a (meth)acrylate monomer having a polyfluoroalkyl group having 1-6 carbon atoms, hydrophilic monomer, and monomer having an anion-donating group, which agent affords a superior water and oil resistance to a paper. The invention also discloses a process for treating a paper by the water and oil resistant agent and a treated paper thereby.

Water and oil resistant agent for paper, treatment process and paper

Disclosed is a water and oil resistant agent comprising a fluorine-containing copolymer obtained by copolymerizing a (meth)acrylate monomer having a polyfluoroalkyl group having 1 to 6 carbon atoms, the agent being able to afford a superior water and oil resistance to a paper. The invention also discloses a composition comprising the water and oil resistant agent, a process for treating a paper thereby and a treated paper thereby.

Water and oil resistant agent for paper and paper treatment process

Disclosed is a fluorine-containing copolymer having sufficient stability in water, which is capable of providing paper with sufficient oil resistance. The fluorine-containing polymer contains, as essential components, (a) a fluorine-containing monomer represented by general formula (I) CH&#x2550;C(&#x2014;X)&#x2014;C(&#x2550;O)&#x2014;Y&#x2014;[&#x2014;(CH)&#x2014;Z&#x2014;]&#x2014;(CH2)&#x2014;Rf (wherein X represents a hydrogen atom; Y represents &#x2014;O&#x2014; or &#x2014;NH&#x2014;; Z represents a direct bond, &#x2014;S&#x2014; or &#x2014;SO&#x2014;; Rf represents a fluoroalkyl group having 1-6 carbon atoms; m is a number of 1-10; n is a number of 0-10; and p is 0 or 1) and (b) an alkoxy group-containing monomer represented by general formula (II) CH&#x2550;C(X')&#x2014;C(&#x2550;O)&#x2014;O&#x2014;(RO)&#x2014;H (wherein X&#x2032; represents a hydrogen atom or a methyl group; R represents an alkylene group having 2-4 carbon atoms wherein a part or all of hydrogen atoms may be substituted by a hydroxyl group; and q represent an integer of 1-50). The fluorine-containing polymer does not contain a monomer having an amino group.

Fluorine-containing copolymer, paper processing agent, and coating film-forming agent for cosmetic preparation

A method for producing alkylated cyanoacetylurea from an easily obtainable starting material. An industrially available cyanoacetylurea and a carbonyl compound are reacted in a polar solvent under reducing conditions to alkylate cyanoacetylurea In addition, a reaction of cyanoacetylurea and acetone under reducing conditions affords isopropylation of cyanoacetylurea.

Production method of alkylated cyanoacetylurea

A method for producing 5-isopropyluracil at a high yield in a short time, wherein N-(2-cyano-3-methylbutanoyl)urea is reduced in a 10-15% aqueous sulfuric acid solution in the presence of palladium carbon at 30-45.degree. C., heated for ring closure reaction and added to a 50-70% aqueous sulfuric acid solution to give 5-isopropyluracil having a high purity.

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Settsu, Japan

Michio Matsuda