JP2002540238A - エステルアルキルアミド−酸基を含有する縮合ポリマー - Google Patents
エステルアルキルアミド−酸基を含有する縮合ポリマーInfo
- Publication number
- JP2002540238A JP2002540238A JP2000606664A JP2000606664A JP2002540238A JP 2002540238 A JP2002540238 A JP 2002540238A JP 2000606664 A JP2000606664 A JP 2000606664A JP 2000606664 A JP2000606664 A JP 2000606664A JP 2002540238 A JP2002540238 A JP 2002540238A
- Authority
- JP
- Japan
- Prior art keywords
- polymer
- cyclo
- aryl
- alkyl
- group
- 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.)
- Pending
Links
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- 238000009833 condensation Methods 0.000 title claims abstract description 8
- 239000002253 acid Substances 0.000 title description 14
- 239000000843 powder Substances 0.000 claims abstract description 35
- 239000000203 mixture Substances 0.000 claims abstract description 27
- 239000003973 paint Substances 0.000 claims abstract description 24
- -1 cyclic anhydride Chemical class 0.000 claims abstract description 21
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 8
- 230000005494 condensation Effects 0.000 claims abstract description 7
- 238000000576 coating method Methods 0.000 claims description 28
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 239000011248 coating agent Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 10
- 125000003107 substituted aryl group Chemical group 0.000 claims description 10
- 239000011230 binding agent Substances 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 6
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 5
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 4
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical group CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims description 4
- 229940043276 diisopropanolamine Drugs 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- 239000000758 substrate Substances 0.000 claims description 3
- 239000008199 coating composition Substances 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical group 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 description 12
- 150000008064 anhydrides Chemical class 0.000 description 10
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- 150000002148 esters Chemical class 0.000 description 7
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- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- 239000004971 Cross linker Substances 0.000 description 4
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- 125000003700 epoxy group Chemical group 0.000 description 4
- 229940102253 isopropanolamine Drugs 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
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- 239000007858 starting material Substances 0.000 description 4
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- 239000000654 additive Substances 0.000 description 3
- 125000003158 alcohol group Chemical group 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 150000001336 alkenes Chemical group 0.000 description 3
- 125000003368 amide group Chemical group 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 150000002118 epoxides Chemical class 0.000 description 3
- 125000004185 ester group Chemical group 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
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- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
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- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 239000004841 bisphenol A epoxy resin Substances 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 238000007872 degassing Methods 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- 238000010915 one-step procedure Methods 0.000 description 2
- 150000002918 oxazolines Chemical class 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical group C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- LJDSTRZHPWMDPG-UHFFFAOYSA-N 2-(butylamino)ethanol Chemical compound CCCCNCCO LJDSTRZHPWMDPG-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- MIJDSYMOBYNHOT-UHFFFAOYSA-N 2-(ethylamino)ethanol Chemical compound CCNCCO MIJDSYMOBYNHOT-UHFFFAOYSA-N 0.000 description 1
- QNYBOILAKBSWFG-UHFFFAOYSA-N 2-(phenylmethoxymethyl)oxirane Chemical compound C1OC1COCC1=CC=CC=C1 QNYBOILAKBSWFG-UHFFFAOYSA-N 0.000 description 1
- DNTLBZRFODLVNC-UHFFFAOYSA-N 2-aminopropane-1,2-diol Chemical compound CC(N)(O)CO DNTLBZRFODLVNC-UHFFFAOYSA-N 0.000 description 1
- MPGABYXKKCLIRW-UHFFFAOYSA-N 2-decyloxirane Chemical compound CCCCCCCCCCC1CO1 MPGABYXKKCLIRW-UHFFFAOYSA-N 0.000 description 1
- JBBMLBIXFDCCGQ-UHFFFAOYSA-N 2-ethenyl-1,3-oxazolidine Chemical class C=CC1NCCO1 JBBMLBIXFDCCGQ-UHFFFAOYSA-N 0.000 description 1
- AVJIQBUUPACBPG-UHFFFAOYSA-N 2-ethyl-1,3-oxazolidine Chemical class CCC1NCCO1 AVJIQBUUPACBPG-UHFFFAOYSA-N 0.000 description 1
- NJWSNNWLBMSXQR-UHFFFAOYSA-N 2-hexyloxirane Chemical compound CCCCCCC1CO1 NJWSNNWLBMSXQR-UHFFFAOYSA-N 0.000 description 1
- KRIMXCDMVRMCTC-UHFFFAOYSA-N 2-methylhexan-2-ol Chemical compound CCCCC(C)(C)O KRIMXCDMVRMCTC-UHFFFAOYSA-N 0.000 description 1
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 description 1
- ZXTHWIZHGLNEPG-UHFFFAOYSA-N 2-phenyl-4,5-dihydro-1,3-oxazole Chemical class O1CCN=C1C1=CC=CC=C1 ZXTHWIZHGLNEPG-UHFFFAOYSA-N 0.000 description 1
- SLJFKNONPLNAPF-UHFFFAOYSA-N 3-Vinyl-7-oxabicyclo[4.1.0]heptane Chemical compound C1C(C=C)CCC2OC21 SLJFKNONPLNAPF-UHFFFAOYSA-N 0.000 description 1
- KQIGMPWTAHJUMN-UHFFFAOYSA-N 3-aminopropane-1,2-diol Chemical compound NCC(O)CO KQIGMPWTAHJUMN-UHFFFAOYSA-N 0.000 description 1
- WVRNUXJQQFPNMN-UHFFFAOYSA-N 3-dodec-1-enyloxolane-2,5-dione Chemical compound CCCCCCCCCCC=CC1CC(=O)OC1=O WVRNUXJQQFPNMN-UHFFFAOYSA-N 0.000 description 1
- QWJWPDHACGGABF-UHFFFAOYSA-N 5,5-dimethylcyclopenta-1,3-diene Chemical compound CC1(C)C=CC=C1 QWJWPDHACGGABF-UHFFFAOYSA-N 0.000 description 1
- ZOXBWJMCXHTKNU-UHFFFAOYSA-N 5-methyl-2-benzofuran-1,3-dione Chemical compound CC1=CC=C2C(=O)OC(=O)C2=C1 ZOXBWJMCXHTKNU-UHFFFAOYSA-N 0.000 description 1
- FKBMTBAXDISZGN-UHFFFAOYSA-N 5-methyl-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1C(C)CCC2C(=O)OC(=O)C12 FKBMTBAXDISZGN-UHFFFAOYSA-N 0.000 description 1
- JDBDDNFATWXGQZ-UHFFFAOYSA-N 5-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1=CC(C)CC2C(=O)OC(=O)C12 JDBDDNFATWXGQZ-UHFFFAOYSA-N 0.000 description 1
- KNDQHSIWLOJIGP-UHFFFAOYSA-N 826-62-0 Chemical compound C1C2C3C(=O)OC(=O)C3C1C=C2 KNDQHSIWLOJIGP-UHFFFAOYSA-N 0.000 description 1
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 1
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- MSQJAOARBBEIMX-UHFFFAOYSA-N [1-(benzoyloxymethyl)cyclohexyl]methyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1(COC(=O)C=2C=CC=CC=2)CCCCC1 MSQJAOARBBEIMX-UHFFFAOYSA-N 0.000 description 1
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- 239000004408 titanium dioxide Substances 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31725—Of polyamide
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99200919 | 1999-03-24 | ||
| EP99200919.1 | 1999-03-24 | ||
| PCT/NL2000/000179 WO2000056804A1 (en) | 1999-03-24 | 2000-03-17 | Condensation polymer containing esteralkylamide-acid groups |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002540238A true JP2002540238A (ja) | 2002-11-26 |
| JP2002540238A5 JP2002540238A5 (enExample) | 2007-05-17 |
Family
ID=8240023
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000606664A Pending JP2002540238A (ja) | 1999-03-24 | 2000-03-17 | エステルアルキルアミド−酸基を含有する縮合ポリマー |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6645636B2 (enExample) |
| EP (1) | EP1171509B1 (enExample) |
| JP (1) | JP2002540238A (enExample) |
| CN (1) | CN1247662C (enExample) |
| AT (1) | ATE256160T1 (enExample) |
| AU (1) | AU3464800A (enExample) |
| DE (1) | DE60007108T2 (enExample) |
| MY (1) | MY122600A (enExample) |
| TW (1) | TW499449B (enExample) |
| WO (1) | WO2000056804A1 (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008509260A (ja) * | 2004-08-11 | 2008-03-27 | ビーエーエスエフ ソシエタス・ヨーロピア | 高度に枝分かれしたポリエステルアミドの製造法 |
| JP2009540072A (ja) * | 2006-06-16 | 2009-11-19 | ディーエスエム アイピー アセッツ ビー．ブイ． | 超分岐縮合ポリマーに基づく組成物および新規超分岐縮合ポリマー |
| JP2012107087A (ja) * | 2010-11-16 | 2012-06-07 | Jnc Corp | 硬化性組成物 |
| JP2021511434A (ja) * | 2018-01-26 | 2021-05-06 | バテル・メモリアル・インスティテュートＢａｔｔｅｌｌｅ Ｍｅｍｏｒｉａｌ Ｉｎｓｔｉｔｕｔｅ | Ｃ１２〜ｃ２３ジエステルからの粉体コーティング樹脂 |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6905605B2 (en) | 2000-04-07 | 2005-06-14 | Shell Oil Company | Method for inhibiting the plugging of conduits by gas hydrates |
| EP1149854A1 (en) * | 2000-04-25 | 2001-10-31 | Dsm N.V. | Toner composition |
| NL1016845C2 (nl) * | 2000-12-11 | 2002-06-28 | Topchim N V | Papierbekledingssamenstelling. |
| CA2450162A1 (en) | 2001-06-14 | 2002-12-27 | Shell Internationale Research Maatschappij B.V. | Method for solubilising asphaltenes in a hydrocarbon mixture |
| EP1306401A1 (en) * | 2001-10-29 | 2003-05-02 | Dsm N.V. | Oil soluble hyperbranched polyesteramides and method for making the same |
| JP3986291B2 (ja) * | 2001-10-29 | 2007-10-03 | 株式会社リコー | 粉粒体の造粒成形用バインダ及び造粒成形物 |
| US20060229400A1 (en) * | 2002-05-31 | 2006-10-12 | Tim Fletcher | Powder coating matting agent comprising ester amide condensation product |
| EP1382643A1 (en) * | 2002-06-07 | 2004-01-21 | DSM IP Assets B.V. | Polyesteramide barrier film layer and its use |
| US7696393B2 (en) | 2002-09-03 | 2010-04-13 | Shell Oil Company | Method and compositions for inhibiting formation of hydrocarbon hydrates |
| EP1424362A1 (en) * | 2002-11-27 | 2004-06-02 | DSM IP Assets B.V. | Process for preparing a composition |
| DE60309285T2 (de) * | 2003-04-25 | 2007-05-24 | Ricoh Co., Ltd. | Bindemittel zum granulierenden Umformen von pulverförmigen Teilchen und granulierte Formteile |
| US20050288450A1 (en) * | 2003-05-23 | 2005-12-29 | Tim Fletcher | Coating matting agent comprising amide condensation product |
| WO2006056578A1 (en) | 2004-11-24 | 2006-06-01 | Shell Internationale Research Maatschappij B.V. | Method for improving the flowability of a mixture that contains wax and other hydrocarbons |
| EP1669396A1 (en) * | 2004-12-10 | 2006-06-14 | Rockwool International A/S | Aqueous binder for mineral fibers |
| CN101163463A (zh) | 2005-02-21 | 2008-04-16 | 巴斯福股份公司 | 包含至少一种含氮原子的超支化聚合物的活性物质组合物 |
| US20100130695A1 (en) * | 2006-07-11 | 2010-05-27 | Dsm Ip Assets B.V. | Composition with a polymer and an oxidation-catalyst |
| EP1878762A1 (en) * | 2006-07-11 | 2008-01-16 | DSMIP Assets B.V. | Oxidisable polymer |
| WO2010108985A1 (en) | 2009-03-25 | 2010-09-30 | Dsm Ip Assets B.V. | Improved anti-biofouling coating |
| SG10201605780QA (en) | 2009-03-19 | 2016-09-29 | Emd Millipore Corp | Removal of microorganisms from fluid samples using nanofiber filtration media |
| WO2011007003A1 (en) | 2009-07-16 | 2011-01-20 | Dsm Ip Assets B.V. | Resins and coating compositions |
| EP2504408A2 (en) | 2009-11-25 | 2012-10-03 | DSM IP Assets B.V. | Polyester amide foamers |
| EP2516513A1 (en) | 2009-12-21 | 2012-10-31 | DSM IP Assets B.V. | Polymer, process and composition |
| WO2011141266A1 (de) | 2010-04-15 | 2011-11-17 | Basf Se | Verfahren zur herstellung von flammgeschützten polyurethan-schaumstoffen |
| PH12012502392A1 (en) | 2010-06-03 | 2013-02-11 | Dsm Ip Assets Bv | Membrane suitable for blood filtration |
| SG10201605328WA (en) | 2011-04-01 | 2016-08-30 | Emd Millipore Corp | Nanofiber containing composite structures |
| CN103857719B (zh) | 2011-08-05 | 2016-08-17 | 巴斯夫欧洲公司 | 基于超支化聚合物的缔合性增稠剂 |
| NO346017B1 (no) | 2011-12-20 | 2021-12-27 | Shell Int Research | Fremgangmåte for å inhibere plugging av rør av gasshydrater |
| US9528063B2 (en) | 2011-12-20 | 2016-12-27 | Shell Oil Company | Method for inhibiting the plugging of conduits by gas hydrates |
| CN104011111B (zh) | 2011-12-20 | 2016-06-01 | 帝斯曼知识产权资产管理有限公司 | 超支化聚合物 |
| WO2013092797A1 (en) | 2011-12-20 | 2013-06-27 | Dsm Ip Assets B.V. | Hyperbranched polymers |
| CN104011112A (zh) | 2011-12-20 | 2014-08-27 | 帝斯曼知识产权资产管理有限公司 | 超支化聚合物 |
| WO2013092794A1 (en) | 2011-12-20 | 2013-06-27 | Dsm Ip Assets B.V. | Hyperbranched polymers |
| CN104011187B (zh) | 2011-12-20 | 2016-12-14 | 国际壳牌研究有限公司 | 抑制气体水合物堵塞管道的方法 |
| MY171400A (en) | 2011-12-20 | 2019-10-11 | Shell Int Research | Method for inhibiting the plugging of conduits by gas hydrates |
| US9921205B2 (en) | 2012-11-13 | 2018-03-20 | Chevron U.S.A. Inc. | Method for determining the effectiveness of asphaltene dispersant additives for inhibiting or preventing asphaltene precipitation in a hydrocarbon-containing material subjected to elevated temperature and presssure conditions |
| CN105308097B (zh) | 2013-06-20 | 2019-02-12 | 帝斯曼知识产权资产管理有限公司 | 超支化聚合物 |
| CN103641737B (zh) * | 2013-11-29 | 2016-04-20 | 六安市捷通达化工有限责任公司 | 一种羧酸改性的羟烷基酰胺固化剂的制备方法 |
| KR20210115050A (ko) | 2014-06-26 | 2021-09-24 | 이엠디 밀리포어 코포레이션 | 개선된 먼지 포집 능력을 갖는 필터 구조 |
| KR102206963B1 (ko) | 2015-04-17 | 2021-01-25 | 이엠디 밀리포어 코포레이션 | 접선방향 유동 여과 모드에서 작동되는 나노섬유 한외여과막을 사용하여 샘플에서 목적하는 생물학적 물질을 정제하는 방법 |
| US12186713B2 (en) | 2017-07-21 | 2025-01-07 | Merck Millipore Ltd. | Non-woven fiber membranes |
| US10907473B2 (en) | 2017-11-14 | 2021-02-02 | Chevron U.S.A., Inc. | Low volume in-line filtration methods for analyzing hydrocarbon-containing fluid to evaluate asphaltene content and behavior during production operations |
| JP2021511433A (ja) * | 2018-01-26 | 2021-05-06 | バテル・メモリアル・インスティテュートＢａｔｔｅｌｌｅ Ｍｅｍｏｒｉａｌ Ｉｎｓｔｉｔｕｔｅ | Ｃ１２〜ｃ２３二酸からの粉体コーティング樹脂 |
| EP4090714B1 (en) | 2020-01-13 | 2023-10-04 | Covestro (Netherlands) B.V. | Non-porous microparticles |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS498588A (enExample) * | 1972-03-24 | 1974-01-25 | ||
| JPS636013A (ja) * | 1986-06-24 | 1988-01-12 | バイエル・アクチエンゲゼルシヤフト | ヒドロキシ基を含むオリゴエステルの製造方法およびそれの使用法 |
| JPH03255124A (ja) * | 1990-03-02 | 1991-11-14 | Polyplastics Co | 芳香族ポリエステルアミド共重合体およびその製造法 |
| JPH03273028A (ja) * | 1990-03-20 | 1991-12-04 | Polyplastics Co | ハロゲン含有芳香族ポリエステルアミドおよびその製造法 |
| JPH0420526A (ja) * | 1990-05-15 | 1992-01-24 | Polyplastics Co | 芳香族ポリエステルアミドの製造法 |
| JP2001518539A (ja) * | 1997-10-01 | 2001-10-16 | ディーエスエム エヌ．ブイ． | ヒドロキシアルキルアミド基を含む縮合ポリマー |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3709858A (en) * | 1971-06-10 | 1973-01-09 | Eastman Kodak Co | Polyesteramide coating compositions |
-
2000
- 2000-03-07 TW TW089104101A patent/TW499449B/zh active
- 2000-03-17 EP EP00913166A patent/EP1171509B1/en not_active Revoked
- 2000-03-17 JP JP2000606664A patent/JP2002540238A/ja active Pending
- 2000-03-17 CN CNB00807836XA patent/CN1247662C/zh not_active Expired - Fee Related
- 2000-03-17 AT AT00913166T patent/ATE256160T1/de not_active IP Right Cessation
- 2000-03-17 AU AU34648/00A patent/AU3464800A/en not_active Abandoned
- 2000-03-17 WO PCT/NL2000/000179 patent/WO2000056804A1/en not_active Ceased
- 2000-03-17 DE DE60007108T patent/DE60007108T2/de not_active Expired - Lifetime
- 2000-03-21 MY MYPI20001115A patent/MY122600A/en unknown
-
2001
- 2001-09-24 US US09/961,182 patent/US6645636B2/en not_active Expired - Fee Related
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS498588A (enExample) * | 1972-03-24 | 1974-01-25 | ||
| JPS636013A (ja) * | 1986-06-24 | 1988-01-12 | バイエル・アクチエンゲゼルシヤフト | ヒドロキシ基を含むオリゴエステルの製造方法およびそれの使用法 |
| JPH03255124A (ja) * | 1990-03-02 | 1991-11-14 | Polyplastics Co | 芳香族ポリエステルアミド共重合体およびその製造法 |
| JPH03273028A (ja) * | 1990-03-20 | 1991-12-04 | Polyplastics Co | ハロゲン含有芳香族ポリエステルアミドおよびその製造法 |
| JPH0420526A (ja) * | 1990-05-15 | 1992-01-24 | Polyplastics Co | 芳香族ポリエステルアミドの製造法 |
| JP2001518539A (ja) * | 1997-10-01 | 2001-10-16 | ディーエスエム エヌ．ブイ． | ヒドロキシアルキルアミド基を含む縮合ポリマー |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008509260A (ja) * | 2004-08-11 | 2008-03-27 | ビーエーエスエフ ソシエタス・ヨーロピア | 高度に枝分かれしたポリエステルアミドの製造法 |
| JP2009540072A (ja) * | 2006-06-16 | 2009-11-19 | ディーエスエム アイピー アセッツ ビー．ブイ． | 超分岐縮合ポリマーに基づく組成物および新規超分岐縮合ポリマー |
| JP2012107087A (ja) * | 2010-11-16 | 2012-06-07 | Jnc Corp | 硬化性組成物 |
| JP2021511434A (ja) * | 2018-01-26 | 2021-05-06 | バテル・メモリアル・インスティテュートＢａｔｔｅｌｌｅ Ｍｅｍｏｒｉａｌ Ｉｎｓｔｉｔｕｔｅ | Ｃ１２〜ｃ２３ジエステルからの粉体コーティング樹脂 |
Also Published As
| Publication number | Publication date |
|---|---|
| US6645636B2 (en) | 2003-11-11 |
| ATE256160T1 (de) | 2003-12-15 |
| DE60007108T2 (de) | 2004-09-16 |
| EP1171509B1 (en) | 2003-12-10 |
| MY122600A (en) | 2006-04-29 |
| CN1247662C (zh) | 2006-03-29 |
| DE60007108D1 (de) | 2004-01-22 |
| US20020035236A1 (en) | 2002-03-21 |
| AU3464800A (en) | 2000-10-09 |
| EP1171509A1 (en) | 2002-01-16 |
| TW499449B (en) | 2002-08-21 |
| WO2000056804A1 (en) | 2000-09-28 |
| CN1351624A (zh) | 2002-05-29 |
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