CA1064689A - Rheological agents - Google Patents
Rheological agentsInfo
- Publication number
- CA1064689A CA1064689A CA227,223A CA227223A CA1064689A CA 1064689 A CA1064689 A CA 1064689A CA 227223 A CA227223 A CA 227223A CA 1064689 A CA1064689 A CA 1064689A
- Authority
- CA
- Canada
- Prior art keywords
- acid
- control agent
- rheological control
- diamine
- carbon atoms
- 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
- 239000000203 mixture Substances 0.000 claims abstract description 48
- 150000004985 diamines Chemical class 0.000 claims abstract description 26
- 239000002253 acid Substances 0.000 claims abstract description 20
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 20
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 claims abstract description 15
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-Hydroxyoctadecanoic acid Natural products CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 claims abstract description 15
- 150000001408 amides Chemical class 0.000 claims abstract description 15
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 13
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000003277 amino group Chemical group 0.000 claims abstract description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 8
- 239000004359 castor oil Substances 0.000 claims abstract description 7
- 235000019438 castor oil Nutrition 0.000 claims abstract description 7
- 239000000539 dimer Substances 0.000 claims abstract description 7
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims abstract description 7
- 239000004952 Polyamide Substances 0.000 claims abstract description 5
- 229920002647 polyamide Polymers 0.000 claims abstract description 5
- 239000006185 dispersion Substances 0.000 claims description 14
- 239000008199 coating composition Substances 0.000 claims description 6
- 239000011230 binding agent Substances 0.000 claims description 5
- 239000003921 oil Substances 0.000 claims description 5
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 abstract description 8
- 238000006243 chemical reaction Methods 0.000 abstract description 5
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract description 3
- 239000003973 paint Substances 0.000 description 47
- 239000000654 additive Substances 0.000 description 44
- 230000000996 additive effect Effects 0.000 description 36
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 13
- 239000005977 Ethylene Substances 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 12
- 229920005989 resin Polymers 0.000 description 12
- 239000011347 resin Substances 0.000 description 12
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 10
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 10
- 238000000576 coating method Methods 0.000 description 10
- 229920000180 alkyd Polymers 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 6
- 239000000049 pigment Substances 0.000 description 5
- 239000004408 titanium dioxide Substances 0.000 description 5
- 229920006305 unsaturated polyester Polymers 0.000 description 5
- 229920000877 Melamine resin Polymers 0.000 description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 238000000227 grinding Methods 0.000 description 4
- 238000010030 laminating Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000010899 nucleation Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000007665 sagging Methods 0.000 description 4
- 239000002966 varnish Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QKUNKVYPGIOQNP-UHFFFAOYSA-N 4,8,11,14,17,21-hexachlorotetracosane Chemical compound CCCC(Cl)CCCC(Cl)CCC(Cl)CCC(Cl)CCC(Cl)CCCC(Cl)CCC QKUNKVYPGIOQNP-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- 241000254173 Coleoptera Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000004640 Melamine resin Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical class O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000009775 high-speed stirring Methods 0.000 description 2
- 239000000976 ink Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 230000009974 thixotropic effect Effects 0.000 description 2
- -1 white spirit Chemical class 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- IVIYKBNBGUPBAI-UHFFFAOYSA-N 4-(2,3-dimethylphenyl)butan-1-ol Chemical compound CC1=CC=CC(CCCCO)=C1C IVIYKBNBGUPBAI-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000000498 ball milling Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013058 crude material Substances 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- 239000008601 oleoresin Substances 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000009666 routine test Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
- C08L77/08—Polyamides derived from polyamines and polycarboxylic acids from polyamines and polymerised unsaturated fatty acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/43—Thickening agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2370074A GB1461355A (en) | 1974-05-29 | 1974-05-29 | Rheological agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1064689A true CA1064689A (en) | 1979-10-23 |
Family
ID=10199870
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA227,223A Expired CA1064689A (en) | 1974-05-29 | 1975-05-16 | Rheological agents |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5647231B2 (enExample) |
| CA (1) | CA1064689A (enExample) |
| DE (1) | DE2523611C3 (enExample) |
| FR (1) | FR2273051B1 (enExample) |
| GB (1) | GB1461355A (enExample) |
| NL (1) | NL170746C (enExample) |
| SE (1) | SE424002B (enExample) |
| ZA (1) | ZA752782B (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2177412B (en) * | 1985-06-28 | 1988-10-05 | Labofina Sa | A polyamide composition, a thixotropic agent comprising the polyamide composition, thixotropic paint compositions containing the thixotropic agent, and process for preparing the same |
| JPH02133421A (ja) * | 1988-11-14 | 1990-05-22 | Sunstar Eng Inc | エポキシ樹脂組成物 |
| US5180802A (en) * | 1990-07-18 | 1993-01-19 | Rheox, Inc. | Monoamine capped non-reactive polyamide composition |
| US7011600B2 (en) | 2003-02-28 | 2006-03-14 | Fallbrook Technologies Inc. | Continuously variable transmission |
| DE102005049301B3 (de) * | 2005-10-12 | 2007-04-19 | Byk-Chemie Gmbh | Amidhaltige Polymere zur Rheologiesteuerung |
| EP1954959B1 (en) | 2005-11-22 | 2013-05-15 | Fallbrook Intellectual Property Company LLC | Continuously variable transmission |
| EP1811202A1 (en) | 2005-12-30 | 2007-07-25 | Fallbrook Technologies, Inc. | A continuously variable gear transmission |
| ES2391779T3 (es) * | 2006-12-21 | 2012-11-29 | Arkema France | Aditivo reológico en forma de pasta pre-activada |
| WO2009065055A2 (en) | 2007-11-16 | 2009-05-22 | Fallbrook Technologies Inc. | Controller for variable transmission |
| US8398518B2 (en) | 2008-06-23 | 2013-03-19 | Fallbrook Intellectual Property Company Llc | Continuously variable transmission |
| JP5582983B2 (ja) * | 2010-11-24 | 2014-09-03 | 楠本化成株式会社 | 水系沈降防止剤 |
| FR2993885A1 (fr) * | 2012-07-27 | 2014-01-31 | Arkema France | Diamides d'acides gras comprenant des hydroxyacides steariques comme organogelateurs |
| FR2996553B1 (fr) * | 2012-10-05 | 2015-09-04 | Arkema France | Amide d'acide gras a base d'acide 14-hydroxy-eicosanoique, comme organogelateur |
| US10047861B2 (en) | 2016-01-15 | 2018-08-14 | Fallbrook Intellectual Property Company Llc | Systems and methods for controlling rollback in continuously variable transmissions |
| US11215268B2 (en) | 2018-11-06 | 2022-01-04 | Fallbrook Intellectual Property Company Llc | Continuously variable transmissions, synchronous shifting, twin countershafts and methods for control of same |
| WO2020105332A1 (ja) | 2018-11-20 | 2020-05-28 | 共栄社化学株式会社 | 非水系塗料用の粉末状揺変性付与剤、及びそれを配合した非水系塗料組成物 |
| US12441884B2 (en) | 2019-01-31 | 2025-10-14 | Kusumoto Chemicals, Ltd. | Rheology control agent and curable composition using the same |
| WO2020176392A1 (en) | 2019-02-26 | 2020-09-03 | Fallbrook Intellectual Property Company Llc | Reversible variable drives and systems and methods for control in forward and reverse directions |
| EP4190839A4 (en) * | 2020-07-31 | 2024-08-07 | Kusumoto Chemicals, Ltd. | VISCOSITY ADJUSTING AGENT AND CURABLE COMPOSITION |
| JP6974883B1 (ja) * | 2020-11-18 | 2021-12-01 | 共栄社化学株式会社 | 粘性調整剤、及びそれを含有する被膜形成剤 |
| CN120265719A (zh) * | 2022-12-28 | 2025-07-04 | 楠本化成株式会社 | 粘度调整剂、附着力促进剂以及非水性涂料组合物 |
-
1974
- 1974-05-29 GB GB2370074A patent/GB1461355A/en not_active Expired
-
1975
- 1975-04-30 ZA ZA00752782A patent/ZA752782B/xx unknown
- 1975-05-16 CA CA227,223A patent/CA1064689A/en not_active Expired
- 1975-05-19 JP JP5953975A patent/JPS5647231B2/ja not_active Expired
- 1975-05-26 FR FR7516272A patent/FR2273051B1/fr not_active Expired
- 1975-05-27 SE SE7506027A patent/SE424002B/xx not_active IP Right Cessation
- 1975-05-28 DE DE2523611A patent/DE2523611C3/de not_active Expired
- 1975-05-29 NL NLAANVRAGE7506391,A patent/NL170746C/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL7506391A (nl) | 1975-12-02 |
| GB1461355A (en) | 1977-01-13 |
| DE2523611C3 (de) | 1980-03-27 |
| JPS5647231B2 (enExample) | 1981-11-09 |
| SE424002B (sv) | 1982-06-21 |
| ZA752782B (en) | 1976-04-28 |
| SE7506027L (sv) | 1975-12-01 |
| NL170746C (nl) | 1982-12-16 |
| DE2523611A1 (de) | 1975-12-11 |
| DE2523611B2 (de) | 1979-07-12 |
| FR2273051B1 (enExample) | 1979-05-25 |
| JPS512750A (enExample) | 1976-01-10 |
| FR2273051A1 (enExample) | 1975-12-26 |
| NL170746B (nl) | 1982-07-16 |
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