JPH0214478B2 - - Google Patents
Info
- Publication number
- JPH0214478B2 JPH0214478B2 JP59232071A JP23207184A JPH0214478B2 JP H0214478 B2 JPH0214478 B2 JP H0214478B2 JP 59232071 A JP59232071 A JP 59232071A JP 23207184 A JP23207184 A JP 23207184A JP H0214478 B2 JPH0214478 B2 JP H0214478B2
- Authority
- JP
- Japan
- Prior art keywords
- carbon atoms
- moles
- alkyl
- group
- nonionic surfactant
- 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
- 125000000217 alkyl group Chemical group 0.000 claims description 33
- 239000003795 chemical substances by application Substances 0.000 claims description 27
- 238000004513 sizing Methods 0.000 claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 25
- 239000002736 nonionic surfactant Substances 0.000 claims description 20
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 15
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 11
- 239000003995 emulsifying agent Substances 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 16
- -1 n-octadecenyl anhydride Chemical class 0.000 description 15
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 12
- 239000000839 emulsion Substances 0.000 description 12
- 229920001451 polypropylene glycol Polymers 0.000 description 10
- 150000008064 anhydrides Chemical class 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000001804 emulsifying effect Effects 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 150000005215 alkyl ethers Chemical class 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 150000001733 carboxylic acid esters Chemical class 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 229940014800 succinic anhydride Drugs 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- GELKGHVAFRCJNA-UHFFFAOYSA-N 2,2-Dimethyloxirane Chemical compound CC1(C)CO1 GELKGHVAFRCJNA-UHFFFAOYSA-N 0.000 description 2
- YAXXOCZAXKLLCV-UHFFFAOYSA-N 3-dodecyloxolane-2,5-dione Chemical compound CCCCCCCCCCCCC1CC(=O)OC1=O YAXXOCZAXKLLCV-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 229920006317 cationic polymer Polymers 0.000 description 2
- 229920006319 cationized starch Polymers 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000013055 pulp slurry Substances 0.000 description 2
- 230000005476 size effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- LTUMRKDLVGQMJU-VHSABMJYSA-N (5z,9z)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one Chemical compound CC(C)=CCC\C(C)=C/CC\C(C)=C/CCC(C)=O LTUMRKDLVGQMJU-VHSABMJYSA-N 0.000 description 1
- GPFVWKXABQQNEM-BMRADRMJSA-N 3-[(e)-16-methylheptadec-1-enyl]oxolane-2,5-dione Chemical compound CC(C)CCCCCCCCCCCCC\C=C\C1CC(=O)OC1=O GPFVWKXABQQNEM-BMRADRMJSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- LRMHFDNWKCSEQU-UHFFFAOYSA-N ethoxyethane;phenol Chemical compound CCOCC.OC1=CC=CC=C1 LRMHFDNWKCSEQU-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920002717 polyvinylpyridine Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C08G65/26—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 from cyclic ethers and other compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered rings
- C08K5/1539—Cyclic anhydrides
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/06—Alcohols; Phenols; Ethers; Aldehydes; Ketones; Acetals; Ketals
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/14—Carboxylic acids; Derivatives thereof
- D21H17/15—Polycarboxylic acids, e.g. maleic acid
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/14—Carboxylic acids; Derivatives thereof
- D21H17/15—Polycarboxylic acids, e.g. maleic acid
- D21H17/16—Addition products thereof with hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59232071A JPS61231298A (ja) | 1984-11-02 | 1984-11-02 | 製紙用サイズ剤 |
| US06/831,289 US4666523A (en) | 1984-11-02 | 1986-02-20 | Sizing agent suitable for use in paper making |
| EP86102842A EP0235334B1 (en) | 1984-11-02 | 1986-03-04 | Sizing agent suitable for use in paper making |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59232071A JPS61231298A (ja) | 1984-11-02 | 1984-11-02 | 製紙用サイズ剤 |
| US06/831,289 US4666523A (en) | 1984-11-02 | 1986-02-20 | Sizing agent suitable for use in paper making |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61231298A JPS61231298A (ja) | 1986-10-15 |
| JPH0214478B2 true JPH0214478B2 (en22) | 1990-04-09 |
Family
ID=39615776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59232071A Granted JPS61231298A (ja) | 1984-11-02 | 1984-11-02 | 製紙用サイズ剤 |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US4666523A (en22) |
| EP (1) | EP0235334B1 (en22) |
| JP (1) | JPS61231298A (en22) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8522844D0 (en) * | 1985-09-16 | 1985-10-23 | Albright & Wilson | Dispersible active sizing compositions |
| US4728366A (en) * | 1985-10-03 | 1988-03-01 | National Starch And Chemical Corporation | Storage stable paper size composition containing ethoxylated castor oil |
| US4832792A (en) * | 1985-10-03 | 1989-05-23 | Mazzarella Emil D | Storage stable paper size composition containing ethoxylated castor oil |
| US4747910A (en) * | 1985-10-03 | 1988-05-31 | National Starch And Chemical Corporation | Storage stable paper size composition containing ethoxylated lanolin |
| DE19927363A1 (de) * | 1999-06-16 | 2000-12-21 | Cognis Deutschland Gmbh | Verwendung von langkettigen Fettethern |
| TW200504265A (en) * | 2002-12-17 | 2005-02-01 | Bayer Chemicals Corp | Alkenylsuccinic anhydride surface-applied system and uses thereof |
| US7943789B2 (en) | 2002-12-17 | 2011-05-17 | Kemira Oyj | Alkenylsuccinic anhydride composition and method of using the same |
| US20060060814A1 (en) * | 2002-12-17 | 2006-03-23 | Lucyna Pawlowska | Alkenylsuccinic anhydride surface-applied system and method for using the same |
| US20090281212A1 (en) * | 2005-04-28 | 2009-11-12 | Lucyna Pawlowska | Alkenylsuccinic anhydride surface-applied system and uses thereof |
| MY146790A (en) * | 2005-12-21 | 2012-09-28 | Akzo Nobel Nv | Sizing of paper |
| WO2008141093A1 (en) * | 2007-05-09 | 2008-11-20 | Buckman Laboratories International, Inc. | Asa sizing emulsions for paper and paperboard |
| US20090238925A1 (en) * | 2007-12-18 | 2009-09-24 | Shiji Shen | Starch and Amphiphilic Surfactant or Particulate Emulsion for Paper Coating Applications |
| FR2970005B1 (fr) * | 2010-12-31 | 2014-03-28 | Saint Gobain Technical Fabrics | Composition ignifuge pour mat a base de fibres minerales, et mats obtenus |
| EP2657271B1 (en) * | 2012-04-23 | 2015-05-06 | Dow Global Technologies LLC | Surfactant and use for aqueous compositions |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3031510A (en) * | 1957-10-01 | 1962-04-24 | Economics Lab | Nonionic surface active agent |
| US3240819A (en) * | 1960-02-17 | 1966-03-15 | Monsanto Co | Ethenoxy-substituted alkanols |
| US3374277A (en) * | 1965-10-20 | 1968-03-19 | Hercules Inc | Diol of poly |
| US4040900A (en) * | 1974-05-20 | 1977-08-09 | National Starch And Chemical Corporation | Method of sizing paper |
| GB1604384A (en) * | 1977-06-28 | 1981-12-09 | Tenneco Chem | Paper sizing agents |
| GB1601464A (en) * | 1977-06-28 | 1981-10-28 | Tenneco Chem | Paper sizing agents |
| US4326977A (en) * | 1980-11-10 | 1982-04-27 | Basf Wyandotte Corporation | Liquid antiseptic cleaners with improved foaming properties |
| JPS5953958B2 (ja) * | 1981-08-18 | 1984-12-27 | 明成化学工業株式会社 | 紙の耐油処理方法 |
| US4544414A (en) * | 1983-02-07 | 1985-10-01 | Arakawa Kagaku Kogyo Kabushiki Kaisha | Self-emulsifying sizing composition |
| US4545855A (en) * | 1983-03-31 | 1985-10-08 | Chevron Research Company | Substituted succinic anhydride/emulsifier composition |
| JPS59192798A (ja) * | 1983-04-16 | 1984-11-01 | 日本石油化学株式会社 | 紙サイズ剤組成物 |
| US4545856A (en) * | 1984-02-28 | 1985-10-08 | Chevron Research Company | Stable substituted succinic anhydride/ether-ester emulsifier composition and methods for its use |
-
1984
- 1984-11-02 JP JP59232071A patent/JPS61231298A/ja active Granted
-
1986
- 1986-02-20 US US06/831,289 patent/US4666523A/en not_active Expired - Lifetime
- 1986-03-04 EP EP86102842A patent/EP0235334B1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61231298A (ja) | 1986-10-15 |
| EP0235334A1 (en) | 1987-09-09 |
| US4666523A (en) | 1987-05-19 |
| EP0235334B1 (en) | 1989-09-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |