CA2056836C - Production of tall oil - Google Patents
Production of tall oilInfo
- Publication number
- CA2056836C CA2056836C CA 2056836 CA2056836A CA2056836C CA 2056836 C CA2056836 C CA 2056836C CA 2056836 CA2056836 CA 2056836 CA 2056836 A CA2056836 A CA 2056836A CA 2056836 C CA2056836 C CA 2056836C
- Authority
- CA
- Canada
- Prior art keywords
- tall oil
- acid
- soft soap
- separated
- layer
- 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 - Fee Related
Links
- 239000003784 tall oil Substances 0.000 title claims abstract description 82
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 40
- 238000000034 method Methods 0.000 claims abstract description 10
- 239000002253 acid Substances 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 13
- 239000001117 sulphuric acid Substances 0.000 claims description 13
- 235000011149 sulphuric acid Nutrition 0.000 claims description 13
- 230000020477 pH reduction Effects 0.000 claims description 9
- 229920005610 lignin Polymers 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000000344 soap Substances 0.000 abstract description 31
- 239000006227 byproduct Substances 0.000 abstract description 3
- 239000001913 cellulose Substances 0.000 abstract description 3
- 229920002678 cellulose Polymers 0.000 abstract description 3
- 235000011167 hydrochloric acid Nutrition 0.000 description 18
- 229960000443 hydrochloric acid Drugs 0.000 description 18
- 239000000203 mixture Substances 0.000 description 18
- 238000004458 analytical method Methods 0.000 description 15
- 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 14
- 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 10
- 150000007513 acids Chemical class 0.000 description 10
- 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 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 7
- 238000004817 gas chromatography Methods 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 239000000306 component Substances 0.000 description 5
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 4
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 4
- QUUCYKKMFLJLFS-UHFFFAOYSA-N Dehydroabietan Natural products CC1(C)CCCC2(C)C3=CC=C(C(C)C)C=C3CCC21 QUUCYKKMFLJLFS-UHFFFAOYSA-N 0.000 description 4
- NFWKVWVWBFBAOV-UHFFFAOYSA-N Dehydroabietic acid Natural products OC(=O)C1(C)CCCC2(C)C3=CC=C(C(C)C)C=C3CCC21 NFWKVWVWBFBAOV-UHFFFAOYSA-N 0.000 description 4
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 4
- 239000005642 Oleic acid Substances 0.000 description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- NFWKVWVWBFBAOV-MISYRCLQSA-N dehydroabietic acid Chemical compound OC(=O)[C@]1(C)CCC[C@]2(C)C3=CC=C(C(C)C)C=C3CC[C@H]21 NFWKVWVWBFBAOV-MISYRCLQSA-N 0.000 description 4
- 229940118781 dehydroabietic acid Drugs 0.000 description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 4
- 235000020778 linoleic acid Nutrition 0.000 description 4
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 239000005864 Sulphur Substances 0.000 description 3
- 238000004537 pulping Methods 0.000 description 3
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 2
- OPZZWWFHZYZBRU-UHFFFAOYSA-N butanedioic acid;butane-1,1-diol Chemical compound CCCC(O)O.OC(=O)CCC(O)=O OPZZWWFHZYZBRU-UHFFFAOYSA-N 0.000 description 2
- 210000001736 capillary Anatomy 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000010865 sewage Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 235000018185 Betula X alpestris Nutrition 0.000 description 1
- 235000018212 Betula X uliginosa Nutrition 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000010413 mother solution Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 230000036647 reaction Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B13/00—Recovery of fats, fatty oils or fatty acids from waste materials
- C11B13/005—Recovery of fats, fatty oils or fatty acids from waste materials of residues of the fabrication of wood-cellulose (in particular tall-oil)
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/74—Recovery of fats, fatty oils, fatty acids or other fatty substances, e.g. lanolin or waxes
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI906451 | 1990-12-28 | ||
| FI906451A FI93868C (fi) | 1990-12-28 | 1990-12-28 | Mäntyöljyn valmistus |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2056836A1 CA2056836A1 (en) | 1992-06-29 |
| CA2056836C true CA2056836C (en) | 1999-05-04 |
Family
ID=8531663
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2056836 Expired - Fee Related CA2056836C (en) | 1990-12-28 | 1991-12-03 | Production of tall oil |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JPH06340890A (de) |
| AT (1) | AT399172B (de) |
| CA (1) | CA2056836C (de) |
| CH (1) | CH682238A5 (de) |
| CZ (1) | CZ281616B6 (de) |
| DE (1) | DE4141913C2 (de) |
| ES (1) | ES2054541B1 (de) |
| FI (1) | FI93868C (de) |
| FR (1) | FR2671096B1 (de) |
| GB (1) | GB2251248B (de) |
| IT (1) | IT1252221B (de) |
| NO (1) | NO178897C (de) |
| PL (1) | PL168096B1 (de) |
| RU (1) | RU2029782C1 (de) |
| SE (1) | SE505831C2 (de) |
| SK (1) | SK279772B6 (de) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI95723C (fi) * | 1992-11-10 | 1996-04-11 | Lt Dynamics Oy | Menetelmä suovan hapottamiseksi suurella yliannostuksella NaHSO3-liuosta |
| CA2961006C (en) | 2014-09-12 | 2019-08-13 | Arizona Chemical Company, Llc | Process for recovering crude tall oil |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH275810A (de) * | 1948-04-16 | 1951-06-15 | Jihoceske Papirny Narodni Podn | Verfahren zur Herstellung von Tallöl. |
| GB695702A (en) * | 1949-06-29 | 1953-08-19 | Ernest Segessemann | Improved tall oil treatment |
| US2530809A (en) * | 1949-08-23 | 1950-11-21 | Pittsburgh Plate Glass Co | Fractionation of tall oil |
| US3109839A (en) * | 1962-02-26 | 1963-11-05 | Sharples Corp | Production of organic acids |
| US3575952A (en) * | 1969-10-02 | 1971-04-20 | Scm Corp | Tall oil recovery |
| US3804819A (en) * | 1972-05-03 | 1974-04-16 | Scm Corp | Recovery of fatty acids from tall oil heads |
| US4495095A (en) * | 1983-04-04 | 1985-01-22 | Union Camp Corporation | Acidulation and recovery of crude tall oil from tall oil soaps |
| US4483791A (en) * | 1983-06-22 | 1984-11-20 | Sylvachem Corporation | Recovery of fatty acids from tall oil heads |
| GB8915263D0 (en) * | 1989-07-03 | 1989-08-23 | Unilever Plc | Process for soap splitting using a high temperature treatment |
-
1990
- 1990-12-28 FI FI906451A patent/FI93868C/fi not_active IP Right Cessation
-
1991
- 1991-12-03 CA CA 2056836 patent/CA2056836C/en not_active Expired - Fee Related
- 1991-12-09 CH CH3613/91A patent/CH682238A5/de unknown
- 1991-12-16 IT IT91MI3363 patent/IT1252221B/it active IP Right Grant
- 1991-12-18 AT AT0251091A patent/AT399172B/de not_active IP Right Cessation
- 1991-12-18 DE DE4141913A patent/DE4141913C2/de not_active Expired - Fee Related
- 1991-12-19 GB GB9126949A patent/GB2251248B/en not_active Expired - Fee Related
- 1991-12-20 SE SE9103811A patent/SE505831C2/sv not_active IP Right Cessation
- 1991-12-20 ES ES9102851A patent/ES2054541B1/es not_active Expired - Lifetime
- 1991-12-23 PL PL91292944A patent/PL168096B1/pl unknown
- 1991-12-27 SK SK4119-91A patent/SK279772B6/sk unknown
- 1991-12-27 CZ CS914119A patent/CZ281616B6/cs not_active IP Right Cessation
- 1991-12-27 RU SU5010424 patent/RU2029782C1/ru active
- 1991-12-27 NO NO915117A patent/NO178897C/no unknown
- 1991-12-27 FR FR9116224A patent/FR2671096B1/fr not_active Expired - Fee Related
-
1992
- 1992-01-02 JP JP1818792A patent/JPH06340890A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FI93868B (fi) | 1995-02-28 |
| SE9103811D0 (sv) | 1991-12-20 |
| GB2251248A (en) | 1992-07-01 |
| ITMI913363A0 (it) | 1991-12-16 |
| ITMI913363A1 (it) | 1993-06-16 |
| FR2671096B1 (fr) | 1994-10-07 |
| CS411991A3 (en) | 1992-07-15 |
| GB9126949D0 (en) | 1992-02-19 |
| FI906451A0 (fi) | 1990-12-28 |
| NO915117L (no) | 1992-06-29 |
| FI906451A (fi) | 1992-06-29 |
| IT1252221B (it) | 1995-06-05 |
| ES2054541B1 (es) | 1995-02-01 |
| NO178897B (no) | 1996-03-18 |
| CA2056836A1 (en) | 1992-06-29 |
| NO915117D0 (no) | 1991-12-27 |
| ES2054541A1 (es) | 1994-08-01 |
| SK279772B6 (sk) | 1999-03-12 |
| CH682238A5 (de) | 1993-08-13 |
| JPH06340890A (ja) | 1994-12-13 |
| CZ281616B6 (cs) | 1996-11-13 |
| PL292944A1 (en) | 1992-09-07 |
| FI93868C (fi) | 1995-06-12 |
| PL168096B1 (pl) | 1996-01-31 |
| AT399172B (de) | 1995-03-27 |
| FR2671096A1 (fr) | 1992-07-03 |
| SE9103811L (de) | |
| GB2251248B (en) | 1994-03-30 |
| DE4141913C2 (de) | 1999-04-29 |
| RU2029782C1 (ru) | 1995-02-27 |
| NO178897C (no) | 1996-06-26 |
| SE505831C2 (sv) | 1997-10-13 |
| DE4141913A1 (de) | 1992-07-02 |
| ATA251091A (de) | 1994-08-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |