GB492320A - Improvements in or relating to the solidification or thickening of organic liquids - Google Patents
Improvements in or relating to the solidification or thickening of organic liquidsInfo
- Publication number
- GB492320A GB492320A GB8167/37A GB816737A GB492320A GB 492320 A GB492320 A GB 492320A GB 8167/37 A GB8167/37 A GB 8167/37A GB 816737 A GB816737 A GB 816737A GB 492320 A GB492320 A GB 492320A
- Authority
- GB
- United Kingdom
- Prior art keywords
- parts
- caustic soda
- derived
- benzene
- ester
- 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
- 239000007788 liquid Substances 0.000 title abstract 9
- 230000008719 thickening Effects 0.000 title abstract 3
- 230000008023 solidification Effects 0.000 title 1
- 238000007711 solidification Methods 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 29
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 24
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 18
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 10
- 239000000499 gel Substances 0.000 abstract 10
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 10
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 8
- 239000002904 solvent Substances 0.000 abstract 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 6
- 229920002125 Sokalan® Polymers 0.000 abstract 6
- 239000004584 polyacrylic acid Substances 0.000 abstract 6
- 229920000642 polymer Polymers 0.000 abstract 6
- 238000007127 saponification reaction Methods 0.000 abstract 6
- 239000004449 solid propellant Substances 0.000 abstract 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 4
- 229920002678 cellulose Polymers 0.000 abstract 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 abstract 4
- 239000003973 paint Substances 0.000 abstract 4
- -1 acrylic acid nitrile Chemical class 0.000 abstract 3
- 230000001476 alcoholic effect Effects 0.000 abstract 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 125000005396 acrylic acid ester group Chemical group 0.000 abstract 2
- 238000007792 addition Methods 0.000 abstract 2
- 150000001298 alcohols Chemical class 0.000 abstract 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N alpha-methyl toluene Natural products CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 abstract 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 2
- 239000001913 cellulose Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 230000001804 emulsifying effect Effects 0.000 abstract 2
- 239000012530 fluid Substances 0.000 abstract 2
- 238000007689 inspection Methods 0.000 abstract 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 2
- 239000011976 maleic acid Substances 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 150000004702 methyl esters Chemical class 0.000 abstract 2
- 239000002480 mineral oil Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 229920001290 polyvinyl ester Polymers 0.000 abstract 2
- 229940072033 potash Drugs 0.000 abstract 2
- 239000011591 potassium Substances 0.000 abstract 2
- 229910052700 potassium Inorganic materials 0.000 abstract 2
- 235000007686 potassium Nutrition 0.000 abstract 2
- 235000011118 potassium hydroxide Nutrition 0.000 abstract 2
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- 235000015424 sodium Nutrition 0.000 abstract 2
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 2
- 229920001567 vinyl ester resin Polymers 0.000 abstract 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 238000010792 warming Methods 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/06—Solidifying liquids
-
- 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
- C08F8/44—Preparation of metal salts or ammonium salts
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D9/00—Chemical paint or ink removers
- C09D9/005—Chemical paint or ink removers containing organic solvents
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L7/00—Fuels produced by solidifying fluid fuels
- C10L7/02—Fuels produced by solidifying fluid fuels liquid fuels
-
- 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
- C08F2810/00—Chemical modification of a polymer
- C08F2810/50—Chemical modification of a polymer wherein the polymer is a copolymer and the modification is taking place only on one or more of the monomers present in minority
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Solid fuels, paint removers, &c. are obtained by dissolving a polymer or interpolymer, containing saponifiable groups and derived from compounds containing the group CH2 = C<, in an organic liquid which is a non-solvent for the saponified product and treating to saponify a number of saponifiable groups which is one-third or less of the number of polymerizable monomeric molecules from which the polymer or interpolymer was derived so as to give a stable gel. Small additions of solvent liquids, e.g. alcohol and acetone may be made. Suitable polymers and interpolymers are those derived from acrylic acid esters, acrylic acid nitrile, maleic acid and vinyl esters. Saponification may be effected with aqueous caustic soda or potash, sodium or potassium alcoholate, and acids, e.g. hydrochloric or sulphuric; with polyvinyl esters the saponification is controlled to give a stable gel. With interpolymers containing non-saponifiable groups, e.g. that derived from 25 parts acrylic acid methyl ester and 75 parts styrol, the saponifiable groups may be completely saponified. Liquids which may be thickened include methylene chloride, higher alcohols from butyl upwards, benzine and mineral oils, ethyl acetate and benzene. The gels produced do not melt on warming and may be worked up mechanically with other solvents to form paste-like, thickly-fluid materials. In examples: (1) methylene chloride containing 1/2 per cent of polyacrylic acid ethyl ester is treated with 1/2 per cent normal alcoholic caustic soda, forming a stable gel after a few hours; benzene similarly solidified can be packed in tubes and used as a solid fuel; (2) polyacrylic acid methyl ester, dissolved in a mixture of naphthalene, tetrahydronaphthalene, methylene chloride and dipentene is saponified with alcoholic caustic soda and the gel formed is mixed in an emulsifying machine with further solvents, e.g. ethyl acetate, acetone, methyl ethyl ketone to form a viscous mass suitable as a paint remover; (3) a solid fuel is produced by treating with normal caustic soda a solution of polyacrylic acid butyl ester in benzene; an interpolymer derived from, (4) 70 parts styrol and 30 parts acrylic acid methyl ester, or (5) 50 parts vinyl acetate and 50 parts methacrylic acid ethyl ester, is dissolved in benzene and treated with caustic soda. The Specification as open to inspection under Sect. 91 describes also the thickening of organic liquids by saponification of a cellulose ester, e.g. cellulose tripropionate, dissolved therein. This subject-matter does not appear in the Specification as accepted.ALSO:Solid fuels, paint removers, &c. are obtained by dissolving a polymer or interpolymer, containing saponifiable groups and derived from compounds containing the group CH2= C<, in an organic liquid which is a non-solvent for the saponified product, and treating to saponify a number of saponifiable groups which is one-third or less of the number of polymerizable monomeric molecules from which the polymer or interpolymer was derived, so as to give a stable gel. Small additions of solvent liquids, e.g. alcohol and acetone may be made. Suitable polymers and interpolymers are those derived from acrylic acid esters, acrylic acid nitrile, maleic acid and vinyl esters. Saponification may be effected with aqueous caustic soda or potash, sodium or potassium alcoholate, and acids, e.g. hydrochloric or sulphuric; with polyvinyl esters the saponification is controlled to give a stable gel. With interpolymers containing nonsaponifiable groups, e.g. that derived from 25 parts acrylic acid methyl ester and 75 parts styrol, the saponifiable groups may be completely saponified. Liquids which may be thickened include methylene chloride, higher alcohols from butyl upwards, benzine and mineral oils, ethyl acetate and benzene. The gels produced do not melt on warning and may be worked up mechanically with other solvents to form paste-like thickly fluid materials. In examples, (1) methylene chloride containing 1/2 per cent of polyacrylic acid ethyl caustic soda, forming a stable gel after a few hours; benzene similarly solidified can be packed in tubes and used as a solid fuel; (2) polyacrylic acid methyl ester, dissolved in a mixture of naphthalene, tetrahydronaphthalene, methylene chloride and dipentene is saponified with alcoholic caustic soda and the gel formed is mixed in an emulsifying machine with further solvents, e.g. ethyl acetate, acetone, methyl ethyl ketone, to form a viscous mass suitable as a paint remover; (3) a solid fuel is produced by treating with normal caustic soda a solution of polyacrylic acid butyl ester in benzene; an interpolymer derived from (4) 70 parts styrol and 30 parts acrylic acid methyl ester, or (5) 50 parts vinyl acetate and 50 parts methacrylic acid estyl ester, is dissolved in benzene and treated with caustic soda. The Specification as open to inspection under Sect. 91 describes also the thickening of organic liquids by saponification of a cellulose ester, e.g. cellulose tripropionate, dissolved therein. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE492320X | 1936-03-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB492320A true GB492320A (en) | 1938-09-19 |
Family
ID=6544393
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB8167/37A Expired GB492320A (en) | 1936-03-19 | 1937-03-19 | Improvements in or relating to the solidification or thickening of organic liquids |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB492320A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2868728A (en) * | 1955-12-30 | 1959-01-13 | California Research Corp | Salts of acrylamide-acrylic acid ester copolymers as greasethickening agents |
US3180843A (en) * | 1960-11-09 | 1965-04-27 | Dow Chemical Co | Salts of 1, 2-dicarboxylic copolymers as thickeners for non-polar solvents |
CN114479978A (en) * | 2021-11-26 | 2022-05-13 | 云南大地丰源环保有限公司 | Method for preparing solid fuel from organic waste liquid |
-
1937
- 1937-03-19 GB GB8167/37A patent/GB492320A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2868728A (en) * | 1955-12-30 | 1959-01-13 | California Research Corp | Salts of acrylamide-acrylic acid ester copolymers as greasethickening agents |
US3180843A (en) * | 1960-11-09 | 1965-04-27 | Dow Chemical Co | Salts of 1, 2-dicarboxylic copolymers as thickeners for non-polar solvents |
CN114479978A (en) * | 2021-11-26 | 2022-05-13 | 云南大地丰源环保有限公司 | Method for preparing solid fuel from organic waste liquid |
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