NO311300B1 - Hyperforgrenede polyestere, fremgangsmåte for fremstilling av slike, herdbare polymerer omfattende slike, og anvendelse av disse - Google Patents
Hyperforgrenede polyestere, fremgangsmåte for fremstilling av slike, herdbare polymerer omfattende slike, og anvendelse av disse Download PDFInfo
- Publication number
- NO311300B1 NO311300B1 NO19971061A NO971061A NO311300B1 NO 311300 B1 NO311300 B1 NO 311300B1 NO 19971061 A NO19971061 A NO 19971061A NO 971061 A NO971061 A NO 971061A NO 311300 B1 NO311300 B1 NO 311300B1
- Authority
- NO
- Norway
- Prior art keywords
- anhydride
- meth
- hydroxyl groups
- acrylate
- polyol
- Prior art date
Links
- 229920006150 hyperbranched polyester Polymers 0.000 title claims abstract description 59
- 238000000034 method Methods 0.000 title claims abstract description 24
- 230000008569 process Effects 0.000 title claims abstract description 7
- 229920000642 polymer Polymers 0.000 title description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 51
- 229920005989 resin Polymers 0.000 claims abstract description 35
- 239000011347 resin Substances 0.000 claims abstract description 35
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 30
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 27
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 23
- 229920005862 polyol Polymers 0.000 claims abstract description 22
- 150000003077 polyols Chemical class 0.000 claims abstract description 21
- 238000000576 coating method Methods 0.000 claims abstract description 15
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims abstract description 15
- -1 aliphatic carboxylic anhydride form ester Chemical class 0.000 claims abstract description 12
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000853 adhesive Substances 0.000 claims abstract description 9
- 230000001070 adhesive effect Effects 0.000 claims abstract description 9
- 125000003118 aryl group Chemical group 0.000 claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 claims abstract description 9
- 230000009257 reactivity Effects 0.000 claims abstract description 9
- 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 claims abstract description 8
- 239000010409 thin film Substances 0.000 claims abstract description 5
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 claims abstract description 4
- 239000002131 composite material Substances 0.000 claims abstract description 3
- 239000011888 foil Substances 0.000 claims abstract description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 14
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 12
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical group C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 11
- 230000003213 activating effect Effects 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 239000000178 monomer Substances 0.000 claims description 8
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical group OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 8
- 150000008065 acid anhydrides Chemical class 0.000 claims description 7
- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical group CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 claims description 7
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 6
- 235000011150 stannous chloride Nutrition 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 5
- 239000003112 inhibitor Substances 0.000 claims description 5
- 239000003999 initiator Substances 0.000 claims description 5
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical group C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 5
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 4
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 3
- 230000003197 catalytic effect Effects 0.000 claims description 3
- 238000010526 radical polymerization reaction Methods 0.000 claims description 2
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical group [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 1
- 229920000728 polyester Polymers 0.000 abstract description 17
- 150000002148 esters Chemical class 0.000 abstract description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 45
- 239000000047 product Substances 0.000 description 29
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 238000001723 curing Methods 0.000 description 12
- 239000000203 mixture Substances 0.000 description 8
- 239000010408 film Substances 0.000 description 7
- 230000009477 glass transition Effects 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 230000005855 radiation Effects 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 6
- 238000002329 infrared spectrum Methods 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000001119 stannous chloride Substances 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 238000003848 UV Light-Curing Methods 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 238000004448 titration Methods 0.000 description 3
- 229920006305 unsaturated polyester Polymers 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical class CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 238000005292 vacuum distillation Methods 0.000 description 2
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 1
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000000412 dendrimer Substances 0.000 description 1
- 229920000736 dendritic polymer Polymers 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 150000002016 disaccharides Chemical class 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229920000587 hyperbranched polymer Polymers 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000003847 radiation curing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- 230000000930 thermomechanical effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 238000000196 viscometry Methods 0.000 description 1
- 239000003643 water by type Substances 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
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/002—Dendritic macromolecules
- C08G83/005—Hyperbranched macromolecules
-
- 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
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/123—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/127—Acids containing aromatic rings
-
- 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
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/20—Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
-
- 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
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/20—Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
- C08G63/21—Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups in the presence of unsaturated monocarboxylic acids or unsaturated monohydric alcohols or reactive derivatives thereof
-
- 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
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
- C08G63/56—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds other than from esters thereof
- C08G63/58—Cyclic ethers; Cyclic carbonates; Cyclic sulfites ; Cyclic orthoesters
-
- 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]
- Y10T428/31786—Of polyester [e.g., alkyd, 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]
- Y10T428/31786—Of polyester [e.g., alkyd, etc.]
- Y10T428/31794—Of cross-linked polyester
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Polyesters Or Polycarbonates (AREA)
- Polymerisation Methods In General (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Laminated Bodies (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9402994A SE503559C2 (sv) | 1994-09-08 | 1994-09-08 | Strålningshärdbar hypergrenad polyester, förfarande för dess framställning samt dess användning |
| PCT/SE1995/001013 WO1996007688A1 (en) | 1994-09-08 | 1995-09-08 | Radiation curable resins comprising hyperbranched polyesters |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO971061D0 NO971061D0 (no) | 1997-03-07 |
| NO971061L NO971061L (no) | 1997-04-30 |
| NO311300B1 true NO311300B1 (no) | 2001-11-12 |
Family
ID=20395166
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19971061A NO311300B1 (no) | 1994-09-08 | 1997-03-07 | Hyperforgrenede polyestere, fremgangsmåte for fremstilling av slike, herdbare polymerer omfattende slike, og anvendelse av disse |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5834118A (zh) |
| EP (1) | EP0779908B1 (zh) |
| JP (1) | JP3459647B2 (zh) |
| CN (1) | CN1070878C (zh) |
| AT (1) | ATE187467T1 (zh) |
| AU (1) | AU704344B2 (zh) |
| CA (1) | CA2198755A1 (zh) |
| DE (1) | DE69513840T2 (zh) |
| DK (1) | DK0779908T3 (zh) |
| ES (1) | ES2140704T3 (zh) |
| GR (1) | GR3032356T3 (zh) |
| NO (1) | NO311300B1 (zh) |
| PT (1) | PT779908E (zh) |
| RU (1) | RU2162861C2 (zh) |
| SE (1) | SE503559C2 (zh) |
| WO (1) | WO1996007688A1 (zh) |
Families Citing this family (96)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6187897B1 (en) | 1997-09-01 | 2001-02-13 | Toyo Ink Manufacturing Co., Ltd. | Vinyl-group-containing dendrimer and curable composition |
| US6252025B1 (en) * | 1998-08-11 | 2001-06-26 | Eastman Kodak Company | Vinyl hyperbranched polymer with photographically useful end groups |
| DE19844332A1 (de) * | 1998-09-28 | 2000-04-13 | Basf Coatings Ag | Lackfolie und ihre Verwendung zur Beschichtung dreidimensionaler Gegenstände |
| DE19850243A1 (de) * | 1998-10-31 | 2000-05-11 | Basf Coatings Ag | Flüssige Stoffgemische und (Co)Polymerisate, Verfahren zu ihrer Herstellung und ihre Verwendung zur Herstellung von reaktiven Mehrstoffmischungen |
| FI990728A0 (fi) * | 1999-04-01 | 1999-04-01 | Neste Chemicals Oy | Multifunktionaaliset makromeerit |
| FI990727A0 (fi) * | 1999-04-01 | 1999-04-01 | Neste Chemicals Oy | Hyperhaaroittuneet polyesterit |
| US6569956B1 (en) | 1999-12-22 | 2003-05-27 | Basf Corporation | Hyperbranched polyol macromolecule, method of making same, and coating composition including same |
| US6605652B1 (en) | 2000-01-11 | 2003-08-12 | Sun Chemical Corporation | Energy curable inks and methods of preparing same |
| FI112796B (fi) | 2000-04-14 | 2004-01-15 | Valtion Teknillinen | Menetelmä oligo-/polymeripihkahappoaimididendrimeerien valmistamiseksi ja niiden käyttö |
| US20030069327A1 (en) * | 2001-08-09 | 2003-04-10 | Uwe Walz | Dental compostions comprising bisacrylamides and use thereof |
| US20040171716A1 (en) * | 2002-12-03 | 2004-09-02 | Uwe Walz | Dental compositions comprising bisacrylamides and use thereof |
| US6734223B2 (en) | 2000-08-11 | 2004-05-11 | Dentsply Detrey Gmbh | Polyaminoester and their application in dental compositions |
| US7005473B2 (en) * | 2000-12-22 | 2006-02-28 | Basf Corporation | Polymeric pigment dispersant utilized as a grind resin for pigments in solventborne pigment dispersions and method of preparing the same |
| US6462144B1 (en) * | 2000-12-22 | 2002-10-08 | Basf Corporation | Carbamate-functional resins and their use in high solids coating compositions |
| FI20010222A0 (fi) * | 2001-02-06 | 2001-02-06 | Yli Urpo Antti | Lääketieteellisesti hammashoidolliset polymeerikomposiitit ja -koostumukset |
| ATE348590T1 (de) | 2001-08-10 | 2007-01-15 | Dentsply Int Inc | Einteiliges selbstgrundierendes dentales haftmittel |
| EP1416901B1 (en) * | 2001-08-13 | 2005-10-26 | Dentsply International, Inc. | Dental root canal filling cones |
| US6646089B2 (en) * | 2001-10-03 | 2003-11-11 | Michigan Molecular Institute | Hyperbranched polymers with latent functionality and methods of making same |
| EP1467834A4 (en) | 2001-12-24 | 2005-04-06 | Digimarc Id Systems Llc | LASER SEVERE SAFETY ELEMENTS FOR IDENTIFICATION DOCUMENTS AND METHODS OF MAKING THE SAME |
| US7694887B2 (en) | 2001-12-24 | 2010-04-13 | L-1 Secure Credentialing, Inc. | Optically variable personalized indicia for identification documents |
| EP1459239B1 (en) | 2001-12-24 | 2012-04-04 | L-1 Secure Credentialing, Inc. | Covert variable information on id documents and methods of making same |
| US6927271B2 (en) * | 2002-01-10 | 2005-08-09 | Basf Corporation | Hydroxyl and carbamate functional resins |
| FI20020186A0 (fi) * | 2002-01-31 | 2002-01-31 | Rissanen Kari | Toimintakykyiset polyesteridendrimeerit, niiden valmistusmenetelmõ ja kõytt÷ |
| WO2003088144A2 (en) | 2002-04-09 | 2003-10-23 | Digimarc Id Systems, Llc | Image processing techniques for printing identification cards and documents |
| US7824029B2 (en) | 2002-05-10 | 2010-11-02 | L-1 Secure Credentialing, Inc. | Identification card printer-assembler for over the counter card issuing |
| EP1367080A1 (en) * | 2002-05-29 | 2003-12-03 | Hycail B.V. | Hyperbranched poly(hydroxycarboxylic acid) polymers |
| AU2003298731A1 (en) | 2002-11-26 | 2004-06-18 | Digimarc Id Systems | Systems and methods for managing and detecting fraud in image databases used with identification documents |
| US20040209990A1 (en) * | 2003-04-15 | 2004-10-21 | Uwe Walz | Low shrinking polymerizable dental material |
| CA2522551C (en) | 2003-04-16 | 2009-12-22 | Digimarc Corporation | Three dimensional data storage |
| US7063936B2 (en) * | 2003-10-07 | 2006-06-20 | Fuji Photo Film Co., Ltd. | Polymerizable composition and image recording material containing the same |
| DE10348463A1 (de) * | 2003-10-14 | 2005-05-25 | Basf Ag | Hyperverzweigte Polyester mit ethylenisch ungesättigten Gruppen |
| SE526994C2 (sv) * | 2003-11-12 | 2005-12-06 | Perstorp Specialty Chem Ab | Strålningshärdande vattenburen komposition |
| US7361715B2 (en) * | 2003-12-16 | 2008-04-22 | Ppg Industries Ohio, Inc. | Polymer additives for powder coatings |
| DE102004005657A1 (de) * | 2004-02-04 | 2005-08-25 | Basf Ag | Fließfähige Polyesterformmassen |
| JP5018084B2 (ja) * | 2004-03-25 | 2012-09-05 | 東洋紡績株式会社 | 樹脂組成物 |
| TWI373477B (en) * | 2004-07-29 | 2012-10-01 | Dainippon Ink & Chemicals | Radiation curable resin composition for shaping, sheet for shaping, and shaped material |
| US7541392B2 (en) * | 2004-09-14 | 2009-06-02 | E.I. Du Pont De Nemours And Company | Materials leading to improved dental composites and dental composites made therefrom |
| US20060058415A1 (en) * | 2004-09-14 | 2006-03-16 | Arthur Samuel D | Materials leading to improved dental composites and dental composites made therefrom |
| DE102005018451B4 (de) * | 2005-04-20 | 2008-07-24 | Heraeus Kulzer Gmbh | Verwendung von dendritischen Verbindungen in Dentalmaterialien |
| US20090286927A1 (en) * | 2005-06-27 | 2009-11-19 | Niels Dan Anders Sodergard | Hyperbranched Polymers |
| US20070043142A1 (en) * | 2005-08-19 | 2007-02-22 | Hanna Dodiuk-Kenig | Dental compositions based on nanofiber reinforcement |
| CN1935872B (zh) * | 2005-09-23 | 2010-08-18 | 长兴化学工业股份有限公司 | 可辐射固化的烷氧硅烷化超支链化聚酯丙烯酸酯和其制备方法 |
| US7425594B2 (en) * | 2005-11-23 | 2008-09-16 | Ppg Industries Ohio, Inc. | Copolymer of glycidyl ester and/or ether with polyol |
| JPWO2007119714A1 (ja) * | 2006-04-12 | 2009-08-27 | 東洋紡績株式会社 | 活性光線硬化型ハイパーブランチポリマー |
| BRPI0711784B8 (pt) | 2006-06-15 | 2021-06-22 | Microvention Inc | dispositivo de embolização construído de polímero expansível e seu método de preparação |
| US8287991B2 (en) | 2006-10-04 | 2012-10-16 | Eastman Chemical Company | Using branched polymers to control the dimensional stability of articles in the lamination process |
| US20080085390A1 (en) | 2006-10-04 | 2008-04-10 | Ryan Thomas Neill | Encapsulation of electrically energized articles |
| US8034522B2 (en) * | 2006-11-13 | 2011-10-11 | Reichhold, Inc. | Polyester toner resin compositions |
| US8076389B2 (en) * | 2006-12-28 | 2011-12-13 | 3M Innovative Properties Company | Adhesive composition for hard tissue |
| CN101652419B (zh) * | 2007-04-12 | 2013-04-24 | Lg化学株式会社 | 用于制备固化树脂的组合物、由该组合物制备的固化树脂和包含该树脂的墨水组合物 |
| DE102007026722A1 (de) * | 2007-06-06 | 2008-12-11 | Basf Coatings Japan Ltd., Yokohama | Klarlackzusammensetzungen enthaltend hyperverzweigte, dendritische hydroxyfunktionelle Polyester |
| DE102007026724A1 (de) * | 2007-06-06 | 2008-12-11 | Basf Coatings Japan Ltd., Yokohama | Bindemittel mit hoher OH-Zahl und sie enthaltende Klarlackzusammensetzungen mit guten optischen Eigenschaften und guter Kratz- und Chemikalienbeständigkeit |
| JP5201369B2 (ja) * | 2007-09-26 | 2013-06-05 | デクセリアルズ株式会社 | ハードコートフィルム |
| FR2924715B1 (fr) * | 2007-12-06 | 2012-10-12 | Arkema France | Materiau forme de molecules arborescentes comportant des groupes associatifs |
| IE20080212A1 (en) * | 2008-03-20 | 2009-11-11 | Nat Univ Ireland | Dendrimers and dendrimer applications |
| FR2929281B1 (fr) * | 2008-03-28 | 2011-03-11 | Polyrise | Modification de la chimie de surface d'especes macromoleculaires en presence d'une guanidine conjuguee |
| US20100059452A1 (en) * | 2008-09-11 | 2010-03-11 | Lanxess, Inc. | Method of purifying block copolymers |
| FI20095084A0 (fi) | 2009-01-30 | 2009-01-30 | Pekka Vallittu | Komposiitti ja sen käyttö |
| FR2944025B1 (fr) * | 2009-04-02 | 2011-04-01 | Arkema France | Utilisation en tant qu'absorbeur de chocs, d'un materiau forme de molecules arborescentes comportant des groupes associatifs |
| US10639396B2 (en) * | 2015-06-11 | 2020-05-05 | Microvention, Inc. | Polymers |
| US8757077B2 (en) * | 2009-04-30 | 2014-06-24 | Technip France | Spar mooring line sharing method and system |
| JP2013514404A (ja) | 2009-12-18 | 2013-04-25 | ビーエーエスエフ ソシエタス・ヨーロピア | 難溶性活性成分を可溶化するための疎水性中核部を有する超分岐ポリエステル |
| EP2365036A1 (en) * | 2010-03-12 | 2011-09-14 | Cytec Surface Specialties, S.A. | Radiation curable aqueous coating compositions |
| FR2967415B1 (fr) * | 2010-11-15 | 2012-11-30 | Ipsen Pharma Sas | Procede de preparation de polymeres etoiles |
| US9150006B2 (en) | 2011-06-23 | 2015-10-06 | Eastman Chemical Company | Lamination process optimization utilizing neopentyl glycol-modified polyesters |
| US20150119497A1 (en) * | 2012-03-29 | 2015-04-30 | Sanyo Chemical Industries, Ltd. | Vinyl resin and resin composition |
| US9868873B2 (en) | 2012-05-17 | 2018-01-16 | Xerox Corporation | Photochromic security enabled ink for digital offset printing applications |
| US9611403B2 (en) | 2012-05-17 | 2017-04-04 | Xerox Corporation | Fluorescent security enabled ink for digital offset printing applications |
| US20130310517A1 (en) | 2012-05-17 | 2013-11-21 | Xerox Corporation | Methods for manufacturing curable inks for digital offset printing applications and the inks made therefrom |
| US9499701B2 (en) | 2013-05-17 | 2016-11-22 | Xerox Corporation | Water-dilutable inks and water-diluted radiation curable inks useful for ink-based digital printing |
| US9745484B2 (en) | 2013-09-16 | 2017-08-29 | Xerox Corporation | White ink composition for ink-based digital printing |
| DK2853384T3 (en) | 2013-09-27 | 2017-02-20 | Skulle Implants Oy | METHOD OF COATING AND COATING SURFACE |
| WO2015085141A1 (en) * | 2013-12-06 | 2015-06-11 | Microtek Laboratories, Inc. | Microcapsules having acrylic polymeric shells |
| US9724909B2 (en) | 2013-12-23 | 2017-08-08 | Xerox Corporation | Methods for ink-based digital printing with high ink transfer efficiency |
| CN110433326A (zh) | 2014-04-29 | 2019-11-12 | 微仙美国有限公司 | 包含活性剂的聚合物 |
| US9938429B2 (en) * | 2014-07-18 | 2018-04-10 | BASF Coating GmbH | Coatings with flexible hyperbranched polyols |
| US10113076B2 (en) | 2014-09-30 | 2018-10-30 | Xerox Corporation | Inverse emulsion acrylate ink compositions for ink-based digital lithographic printing |
| TW201625754A (zh) * | 2014-11-21 | 2016-07-16 | 艾倫塔斯有限公司 | 單一成份、儲存穩定、可硬化之聚矽氧組成物 |
| US9956760B2 (en) | 2014-12-19 | 2018-05-01 | Xerox Corporation | Multilayer imaging blanket coating |
| US9815992B2 (en) | 2015-01-30 | 2017-11-14 | Xerox Corporation | Acrylate ink compositions for ink-based digital lithographic printing |
| US9890291B2 (en) | 2015-01-30 | 2018-02-13 | Xerox Corporation | Acrylate ink compositions for ink-based digital lithographic printing |
| US10323154B2 (en) | 2015-02-11 | 2019-06-18 | Xerox Corporation | White ink composition for ink-based digital printing |
| US9751326B2 (en) | 2015-02-12 | 2017-09-05 | Xerox Corporation | Hyperbranched ink compositions for controlled dimensional change and low energy curing |
| US9434848B1 (en) | 2015-03-02 | 2016-09-06 | Xerox Corporation | Process black ink compositions and uses thereof |
| US9956757B2 (en) | 2015-03-11 | 2018-05-01 | Xerox Corporation | Acrylate ink compositions for ink-based digital lithographic printing |
| US9744757B1 (en) | 2016-08-18 | 2017-08-29 | Xerox Corporation | Methods for rejuvenating an imaging member of an ink-based digital printing system |
| CN109322164A (zh) * | 2018-09-28 | 2019-02-12 | 东华大学 | 一种基于超支化聚酯衍生物多功能整理剂及其制备和应用 |
| CN111349229B (zh) * | 2018-12-21 | 2021-06-29 | 万华化学集团股份有限公司 | 稳定分散剂及其在制备共聚物多元醇中的应用 |
| EP3904416B1 (en) * | 2018-12-26 | 2023-04-19 | Wanhua Chemical Group Co., Ltd. | Macromonomeric stabilizer, preparation method thereof, and method for preparing polymeric polyol |
| CN111978506B (zh) * | 2019-05-23 | 2022-08-09 | 珠海瑞杰包装制品有限公司 | 一种水性超支化聚氨酯丙烯酸酯乳液的制备方法、uv固化涂料及其制备方法和应用 |
| US11939478B2 (en) | 2020-03-10 | 2024-03-26 | Xerox Corporation | Metallic inks composition for digital offset lithographic printing |
| RU198690U1 (ru) * | 2020-03-18 | 2020-07-22 | Акционерное общество «Ритм» Тверское производство тормозной аппаратуры (АО «Ритм» ТПТА) | Тормозной цилиндр железнодорожного транспортного средства |
| CN112724756A (zh) * | 2020-12-25 | 2021-04-30 | 河北鲁班制漆有限公司 | 一种丙烯酸水性工业漆及其制备方法 |
| CN115746319B (zh) * | 2022-10-27 | 2023-08-25 | 优卡化学(上海)有限公司 | 超支化丙烯酸酯聚合物及其制备方法和应用 |
| CN115677997A (zh) * | 2022-11-02 | 2023-02-03 | 华南理工大学 | 一种低粘度uv光固化超支化聚酯丙烯酸酯树脂及其制备方法与应用 |
| CN116355231A (zh) * | 2023-04-10 | 2023-06-30 | 四川双特科技有限公司 | 一种金属卷材eb固化涂料的合成与制备方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1481131A (en) * | 1974-03-22 | 1977-07-27 | Nat Starch Chem Corp | Actinic radiation curable materials |
| DE2522043A1 (de) * | 1975-05-17 | 1976-11-25 | Huels Chemische Werke Ag | Fluessige ueberzugsmittel |
| US4557991A (en) * | 1983-03-25 | 1985-12-10 | Konishiroku Photo Industry Co., Ltd. | Toner for development of electrostatic image containing binder resin and wax |
| US4558075A (en) * | 1984-03-30 | 1985-12-10 | Ppg Industries, Inc. | High-solids coating composition for improved rheology control containing organo-modified clay |
| JP2811225B2 (ja) * | 1990-06-25 | 1998-10-15 | 哲夫 相田 | 高分子物質の溶液膨潤特性測定装置 |
| JP2886951B2 (ja) * | 1990-07-30 | 1999-04-26 | 三井化学株式会社 | 乾式トナーバインダー |
| SE9200564L (sv) * | 1992-02-26 | 1993-03-15 | Perstorp Ab | Dendritisk makromolekyl av polyestertyp, foerfarande foer framstaellning daerav samt anvaendning daerav |
| NL9200416A (nl) * | 1992-03-06 | 1993-10-01 | Dsm Nv | Hypervertakte polymeren en een werkwijze voor de bereiding van hypervertakte polymeren. |
-
1994
- 1994-09-08 SE SE9402994A patent/SE503559C2/sv not_active IP Right Cessation
-
1995
- 1995-09-08 ES ES95931499T patent/ES2140704T3/es not_active Expired - Lifetime
- 1995-09-08 AT AT95931499T patent/ATE187467T1/de not_active IP Right Cessation
- 1995-09-08 WO PCT/SE1995/001013 patent/WO1996007688A1/en active IP Right Grant
- 1995-09-08 DE DE69513840T patent/DE69513840T2/de not_active Expired - Fee Related
- 1995-09-08 CA CA 2198755 patent/CA2198755A1/en not_active Abandoned
- 1995-09-08 JP JP50943696A patent/JP3459647B2/ja not_active Expired - Fee Related
- 1995-09-08 CN CN95194947A patent/CN1070878C/zh not_active Expired - Fee Related
- 1995-09-08 AU AU34893/95A patent/AU704344B2/en not_active Ceased
- 1995-09-08 EP EP19950931499 patent/EP0779908B1/en not_active Expired - Lifetime
- 1995-09-08 DK DK95931499T patent/DK0779908T3/da active
- 1995-09-08 US US08/793,611 patent/US5834118A/en not_active Expired - Fee Related
- 1995-09-08 PT PT95931499T patent/PT779908E/pt unknown
- 1995-09-08 RU RU97105770A patent/RU2162861C2/ru not_active IP Right Cessation
-
1997
- 1997-03-07 NO NO19971061A patent/NO311300B1/no not_active IP Right Cessation
-
2000
- 2000-01-13 GR GR20000400053T patent/GR3032356T3/el not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ATE187467T1 (de) | 1999-12-15 |
| NO971061L (no) | 1997-04-30 |
| GR3032356T3 (en) | 2000-04-27 |
| DK0779908T3 (da) | 2000-05-08 |
| EP0779908A1 (en) | 1997-06-25 |
| EP0779908B1 (en) | 1999-12-08 |
| NO971061D0 (no) | 1997-03-07 |
| WO1996007688A1 (en) | 1996-03-14 |
| AU704344B2 (en) | 1999-04-22 |
| JP3459647B2 (ja) | 2003-10-20 |
| SE9402994L (sv) | 1996-03-09 |
| SE9402994D0 (sv) | 1994-09-08 |
| AU3489395A (en) | 1996-03-27 |
| SE503559C2 (sv) | 1996-07-08 |
| CN1163626A (zh) | 1997-10-29 |
| DE69513840T2 (de) | 2000-07-27 |
| DE69513840D1 (de) | 2000-01-13 |
| US5834118A (en) | 1998-11-10 |
| PT779908E (pt) | 2000-05-31 |
| JPH10505377A (ja) | 1998-05-26 |
| CA2198755A1 (en) | 1996-03-14 |
| RU2162861C2 (ru) | 2001-02-10 |
| ES2140704T3 (es) | 2000-03-01 |
| CN1070878C (zh) | 2001-09-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NO311300B1 (no) | Hyperforgrenede polyestere, fremgangsmåte for fremstilling av slike, herdbare polymerer omfattende slike, og anvendelse av disse | |
| Shi et al. | Photopolymerization of dendritic methacrylated polyesters. I. Synthesis and properties | |
| Johansson et al. | Novel concept for low temperature curing powder coatings based on hyperbranched polyesters | |
| Liu et al. | Highly functional bio-based acrylates with a hard core and soft arms: From synthesis to enhancement of an acrylated epoxidized soybean oil-based UV-curable coating | |
| WO2001000684A1 (en) | Liquid oligomers containing unsaturation | |
| Zhang et al. | Photopolymerization behavior and properties of highly branched poly (thioether-urethane) acrylates used for UV-curing coatings | |
| Nilsson et al. | Synthesis and thiol–ene photopolymerization of allyl‐ether functionalized dendrimers | |
| Claesson et al. | Rheological behaviour during UV-curing of a star-branched polyester | |
| Malberg et al. | Design of elastomeric homo-and copolymer networks of functional aliphatic polyester for use in biomedical applications | |
| Eriksson et al. | One-pot enzymatic polycondensation to telechelic methacrylate-functional oligoesters used for film formation | |
| JPS60197719A (ja) | 硬化可能な樹脂の製造方法 | |
| EP1171503A1 (en) | Hyperbranched polyesters | |
| Eriksson et al. | Enzymatic one-pot route to telechelic polypentadecalactone epoxide: synthesis, UV curing, and characterization | |
| CN108003337B (zh) | 可紫外光固化的超支化星形聚合物及其制备方法和用途 | |
| Chiu et al. | Curing reaction of unsaturated polyester resin modified by dicyclopentadiene | |
| Rahdar et al. | A comprehensive study on kinetics of free-radical solution copolymerization of vinyl acetate and dibutyl maleate in chloroform | |
| EP1786842A1 (en) | Method for producing an (meth)acrylate syrup | |
| Chiang et al. | Preparation and properties of photocurable unsaturated oligoester acrylourethanes | |
| EP1006101A1 (en) | Aromatic ester (meth)acrylate dendrimer and curable resin composition | |
| CN1194994C (zh) | 一种超支化聚合物的制备方法 | |
| Nilsson et al. | Methacrylated dendrimers in thiol‐methacrylate networks and the effect of conversion on the thermoset properties | |
| Huang et al. | Photopolymerizable polyfunctional methacrylated polyesters | |
| Soundararajan et al. | Synthesis, characterization and the reactivity ratios of copolymers of cyclohexyl acrylate with styrene and N-vinyl-2-pyrrolidone | |
| CN116463049B (zh) | 一种光固化双重固化涂料 | |
| US6521719B1 (en) | Multifunctional macromers |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |
Free format text: LAPSED IN MARCH 2003 |