PT882106E - Composicao de revestimento compreendendo um composto com funcionalidade biciclo- ou espiro-ortoester - Google Patents

Composicao de revestimento compreendendo um composto com funcionalidade biciclo- ou espiro-ortoester Download PDF

Info

Publication number: PT882106E
Authority: PT; Portugal
Prior art keywords: groups; compound; hydroxyl; coating composition; group
Prior art date: 1996-02-23

Application number

PT97906123T

Other languages

English (en)

Portuguese (pt)

Inventor

Huig Klinkenberg

Arie Noomen

Josephus Christiaan V Oorschot

Keimpe Jan Van Den Berg

Klaus Hobel

Original Assignee

Akzo Nobel Nv

Priority date (The priority date 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 date listed.)

1996-02-23

Filing date

1997-02-21

Publication date

2001-01-31

1997-02-21 Application filed by Akzo Nobel Nv filed Critical Akzo Nobel Nv

2001-01-31 Publication of PT882106E publication Critical patent/PT882106E/pt

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 158
239000008199 coating composition Substances 0.000 title claims abstract description 86
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 60
238000000034 method Methods 0.000 claims abstract description 20
239000000203 mixture Substances 0.000 claims description 71
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 40
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 38
-1 cyano, amino Chemical group 0.000 claims description 38
239000003054 catalyst Substances 0.000 claims description 35
150000002148 esters Chemical class 0.000 claims description 33
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 32
125000004432 carbon atom Chemical group C* 0.000 claims description 31
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 27
238000006243 chemical reaction Methods 0.000 claims description 27
125000000217 alkyl group Chemical group 0.000 claims description 24
239000007787 solid Substances 0.000 claims description 24
239000002253 acid Substances 0.000 claims description 22
229910052757 nitrogen Inorganic materials 0.000 claims description 22
229920000642 polymer Polymers 0.000 claims description 22
238000002360 preparation method Methods 0.000 claims description 22
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 21
239000012975 dibutyltin dilaurate Substances 0.000 claims description 21
239000002904 solvent Substances 0.000 claims description 20
229920000728 polyester Polymers 0.000 claims description 19
229920005862 polyol Polymers 0.000 claims description 19
150000003077 polyols Chemical class 0.000 claims description 18
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 16
239000011230 binding agent Substances 0.000 claims description 16
229920005906 polyester polyol Polymers 0.000 claims description 16
125000003118 aryl group Chemical group 0.000 claims description 15
239000000178 monomer Substances 0.000 claims description 15
125000002947 alkylene group Chemical group 0.000 claims description 13
229920000058 polyacrylate Polymers 0.000 claims description 13
229910052717 sulfur Inorganic materials 0.000 claims description 13
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 12
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 12
150000008064 anhydrides Chemical group 0.000 claims description 12
229910052760 oxygen Inorganic materials 0.000 claims description 12
229920005989 resin Polymers 0.000 claims description 12
239000011347 resin Substances 0.000 claims description 12
150000003462 sulfoxides Chemical class 0.000 claims description 12
239000011593 sulfur Substances 0.000 claims description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
239000002841 Lewis acid Substances 0.000 claims description 11
125000002252 acyl group Chemical group 0.000 claims description 11
125000003342 alkenyl group Chemical group 0.000 claims description 11
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 11
239000001301 oxygen Substances 0.000 claims description 11
239000007848 Bronsted acid Substances 0.000 claims description 10
125000004450 alkenylene group Chemical group 0.000 claims description 10
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
150000007517 lewis acids Chemical group 0.000 claims description 9
239000004814 polyurethane Substances 0.000 claims description 9
229920002635 polyurethane Polymers 0.000 claims description 9
150000007970 thio esters Chemical class 0.000 claims description 9
FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 claims description 8
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 8
125000003368 amide group Chemical group 0.000 claims description 8
125000003700 epoxy group Chemical group 0.000 claims description 8
125000004185 ester group Chemical group 0.000 claims description 8
229910052736 halogen Inorganic materials 0.000 claims description 8
150000002367 halogens Chemical group 0.000 claims description 8
230000007062 hydrolysis Effects 0.000 claims description 8
238000006460 hydrolysis reaction Methods 0.000 claims description 8
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 8
125000004430 oxygen atom Chemical group O* 0.000 claims description 8
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 8
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical class CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 claims description 7
125000004036 acetal group Chemical group 0.000 claims description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
229920000647 polyepoxide Polymers 0.000 claims description 7
229920000570 polyether Polymers 0.000 claims description 7
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 6
MAHJBKDUCDFDMU-UHFFFAOYSA-N [O-][N+]([P])=O Chemical group [O-][N+]([P])=O MAHJBKDUCDFDMU-UHFFFAOYSA-N 0.000 claims description 6
229910000147 aluminium phosphate Inorganic materials 0.000 claims description 6
150000001408 amides Chemical class 0.000 claims description 6
239000003795 chemical substances by application Substances 0.000 claims description 6
229940060296 dodecylbenzenesulfonic acid Drugs 0.000 claims description 6
125000005842 heteroatom Chemical group 0.000 claims description 6
239000001257 hydrogen Substances 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 6
229910052698 phosphorus Inorganic materials 0.000 claims description 6
239000011574 phosphorus Substances 0.000 claims description 6
150000003573 thiols Chemical group 0.000 claims description 6
FGWYWKIOMUZSQF-UHFFFAOYSA-N 1,1,1-triethoxypropane Chemical compound CCOC(CC)(OCC)OCC FGWYWKIOMUZSQF-UHFFFAOYSA-N 0.000 claims description 5
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 5
239000004721 Polyphenylene oxide Substances 0.000 claims description 5
239000004202 carbamide Substances 0.000 claims description 5
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
AEOCXXJPGCBFJA-UHFFFAOYSA-N ethionamide Chemical compound CCC1=CC(C(N)=S)=CC=N1 AEOCXXJPGCBFJA-UHFFFAOYSA-N 0.000 claims description 5
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 5
125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 5
125000004437 phosphorous atom Chemical group 0.000 claims description 5
150000003457 sulfones Chemical class 0.000 claims description 5
125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
229920000180 alkyd Polymers 0.000 claims description 4
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
239000001913 cellulose Substances 0.000 claims description 4
229920002678 cellulose Polymers 0.000 claims description 4
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
125000001033 ether group Chemical group 0.000 claims description 4
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
125000001391 thioamide group Chemical group 0.000 claims description 4
JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical class CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 claims description 3
229910021627 Tin(IV) chloride Inorganic materials 0.000 claims description 3
229910052782 aluminium Inorganic materials 0.000 claims description 3
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
125000004429 atom Chemical group 0.000 claims description 3
150000002576 ketones Chemical class 0.000 claims description 3
125000003566 oxetanyl group Chemical group 0.000 claims description 3
150000003512 tertiary amines Chemical class 0.000 claims description 3
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims description 3
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
ZRWNRAJCPNLYAK-UHFFFAOYSA-N 4-bromobenzamide Chemical group NC(=O)C1=CC=C(Br)C=C1 ZRWNRAJCPNLYAK-UHFFFAOYSA-N 0.000 claims description 2
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
239000005977 Ethylene Substances 0.000 claims description 2
229910019142 PO4 Inorganic materials 0.000 claims description 2
ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 claims description 2
230000003197 catalytic effect Effects 0.000 claims description 2
239000013522 chelant Substances 0.000 claims description 2
239000000460 chlorine Substances 0.000 claims description 2
229910052801 chlorine Inorganic materials 0.000 claims description 2
PKKGKUDPKRTKLJ-UHFFFAOYSA-L dichloro(dimethyl)stannane Chemical compound C[Sn](C)(Cl)Cl PKKGKUDPKRTKLJ-UHFFFAOYSA-L 0.000 claims description 2
239000003822 epoxy resin Substances 0.000 claims description 2
229910052731 fluorine Inorganic materials 0.000 claims description 2
125000001153 fluoro group Chemical group F* 0.000 claims description 2
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 claims description 2
229940098779 methanesulfonic acid Drugs 0.000 claims description 2
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 2
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
239000010452 phosphate Substances 0.000 claims description 2
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical class OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 claims description 2
CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 claims description 2
BOZRCGLDOHDZBP-UHFFFAOYSA-N 2-ethylhexanoic acid;tin Chemical compound [Sn].CCCCC(CC)C(O)=O BOZRCGLDOHDZBP-UHFFFAOYSA-N 0.000 claims 1
239000004593 Epoxy Substances 0.000 claims 1
150000001334 alicyclic compounds Chemical class 0.000 claims 1
150000007824 aliphatic compounds Chemical class 0.000 claims 1
150000001491 aromatic compounds Chemical class 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
229920003180 amino resin Polymers 0.000 abstract 2
239000011541 reaction mixture Substances 0.000 description 32
238000001035 drying Methods 0.000 description 23
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
238000004821 distillation Methods 0.000 description 19
150000003254 radicals Chemical class 0.000 description 19
239000005056 polyisocyanate Substances 0.000 description 18
229920001228 polyisocyanate Polymers 0.000 description 18
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 17
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 17
229910000831 Steel Inorganic materials 0.000 description 16
FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 16
239000010959 steel Substances 0.000 description 16
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 15
238000000576 coating method Methods 0.000 description 14
230000000052 comparative effect Effects 0.000 description 14
239000003085 diluting agent Substances 0.000 description 13
235000014113 dietary fatty acids Nutrition 0.000 description 12
239000000194 fatty acid Substances 0.000 description 12
229930195729 fatty acid Natural products 0.000 description 12
150000004665 fatty acids Chemical class 0.000 description 12
150000002921 oxetanes Chemical class 0.000 description 12
238000010992 reflux Methods 0.000 description 11
238000005809 transesterification reaction Methods 0.000 description 11
229920001577 copolymer Polymers 0.000 description 10
UNMJLQGKEDTEKJ-UHFFFAOYSA-N (3-ethyloxetan-3-yl)methanol Chemical compound CCC1(CO)COC1 UNMJLQGKEDTEKJ-UHFFFAOYSA-N 0.000 description 9
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
239000007795 chemical reaction product Substances 0.000 description 9
239000000243 solution Substances 0.000 description 9
239000005057 Hexamethylene diisocyanate Substances 0.000 description 8
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 8
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 8
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 8
239000012948 isocyanate Substances 0.000 description 8
150000002513 isocyanates Chemical class 0.000 description 8
239000008096 xylene Substances 0.000 description 8
125000001931 aliphatic group Chemical group 0.000 description 7
239000000539 dimer Substances 0.000 description 7
150000002118 epoxides Chemical group 0.000 description 7
238000010438 heat treatment Methods 0.000 description 7
239000007788 liquid Substances 0.000 description 7
239000003921 oil Substances 0.000 description 7
239000012855 volatile organic compound Substances 0.000 description 7
238000005160 1H NMR spectroscopy Methods 0.000 description 6
RHLVCLIPMVJYKS-UHFFFAOYSA-N 3-octanone Chemical compound CCCCCC(=O)CC RHLVCLIPMVJYKS-UHFFFAOYSA-N 0.000 description 6
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
239000000654 additive Substances 0.000 description 6
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 6
239000011248 coating agent Substances 0.000 description 6
SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 6
239000007921 spray Substances 0.000 description 6
239000005058 Isophorone diisocyanate Substances 0.000 description 5
229930182556 Polyacetal Natural products 0.000 description 5
239000004793 Polystyrene Substances 0.000 description 5
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
230000000996 additive effect Effects 0.000 description 5
238000009835 boiling Methods 0.000 description 5
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
238000001914 filtration Methods 0.000 description 5
238000005227 gel permeation chromatography Methods 0.000 description 5
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 5
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 5
239000010410 layer Substances 0.000 description 5
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
239000000049 pigment Substances 0.000 description 5
229920006324 polyoxymethylene Polymers 0.000 description 5
229920002223 polystyrene Polymers 0.000 description 5
239000000047 product Substances 0.000 description 5
238000005292 vacuum distillation Methods 0.000 description 5
LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 4
YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 4
238000004566 IR spectroscopy Methods 0.000 description 4
239000004952 Polyamide Substances 0.000 description 4
238000001816 cooling Methods 0.000 description 4
UHKJHMOIRYZSTH-UHFFFAOYSA-N ethyl 2-ethoxypropanoate Chemical compound CCOC(C)C(=O)OCC UHKJHMOIRYZSTH-UHFFFAOYSA-N 0.000 description 4
229920001002 functional polymer Polymers 0.000 description 4
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 4
OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 4
238000000465 moulding Methods 0.000 description 4
239000012299 nitrogen atmosphere Substances 0.000 description 4
229920002647 polyamide Polymers 0.000 description 4
239000000758 substrate Substances 0.000 description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 3
239000005711 Benzoic acid Substances 0.000 description 3
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 3
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
238000005481 NMR spectroscopy Methods 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 3
150000001241 acetals Chemical class 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
238000007792 addition Methods 0.000 description 3
235000010233 benzoic acid Nutrition 0.000 description 3
JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 3
IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 3
XXROGKLTLUQVRX-UHFFFAOYSA-N hydroxymethylethylene Natural products OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 3
239000012044 organic layer Substances 0.000 description 3
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SKNDRXDKJVPLHD-UHFFFAOYSA-N cyclobutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCC1 SKNDRXDKJVPLHD-UHFFFAOYSA-N 0.000 description 1
PDXRQENMIVHKPI-UHFFFAOYSA-N cyclohexane-1,1-diol Chemical compound OC1(O)CCCCC1 PDXRQENMIVHKPI-UHFFFAOYSA-N 0.000 description 1
QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
230000002950 deficient Effects 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
BQQUFAMSJAKLNB-UHFFFAOYSA-N dicyclopentadiene diepoxide Chemical compound C12C(C3OC33)CC3C2CC2C1O2 BQQUFAMSJAKLNB-UHFFFAOYSA-N 0.000 description 1
IEPRKVQEAMIZSS-AATRIKPKSA-N diethyl fumarate Chemical compound CCOC(=O)\C=C\C(=O)OCC IEPRKVQEAMIZSS-AATRIKPKSA-N 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
238000006735 epoxidation reaction Methods 0.000 description 1
FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
235000019387 fatty acid methyl ester Nutrition 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000012467 final product Substances 0.000 description 1
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
239000011521 glass Substances 0.000 description 1
238000000227 grinding Methods 0.000 description 1
CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
229940091173 hydantoin Drugs 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
150000002466 imines Chemical class 0.000 description 1
239000003999 initiator Substances 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
XJRAOMZCVTUHFI-UHFFFAOYSA-N isocyanic acid;methane Chemical compound C.N=C=O.N=C=O XJRAOMZCVTUHFI-UHFFFAOYSA-N 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000004658 ketimines Chemical class 0.000 description 1
239000010985 leather Substances 0.000 description 1
125000005647 linker group Chemical group 0.000 description 1
239000002932 luster Substances 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 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
239000011976 maleic acid Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
UJRDRFZCRQNLJM-UHFFFAOYSA-N methyl 3-[3-(benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC)=CC(N2N=C3C=CC=CC3=N2)=C1O UJRDRFZCRQNLJM-UHFFFAOYSA-N 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000002808 molecular sieve Substances 0.000 description 1
239000004570 mortar (masonry) Substances 0.000 description 1
125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
229920003986 novolac Polymers 0.000 description 1
238000005935 nucleophilic addition reaction Methods 0.000 description 1
230000000269 nucleophilic effect Effects 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
150000002905 orthoesters Chemical class 0.000 description 1
239000000123 paper Substances 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
125000000168 pyrrolyl group Chemical group 0.000 description 1
230000005855 radiation Effects 0.000 description 1
239000001054 red pigment Substances 0.000 description 1
238000007142 ring opening reaction Methods 0.000 description 1
238000007761 roller coating Methods 0.000 description 1
238000002390 rotary evaporation Methods 0.000 description 1
150000004756 silanes Chemical class 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
229920002050 silicone resin Polymers 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
239000008107 starch Chemical group 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
238000003860 storage Methods 0.000 description 1
150000003440 styrenes Chemical class 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
150000003505 terpenes Chemical class 0.000 description 1
235000007586 terpenes Nutrition 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
WGEVJRBJWMGTSI-UHFFFAOYSA-N tetraethyl propane-1,1,2,3-tetracarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)C(C(=O)OCC)C(=O)OCC WGEVJRBJWMGTSI-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
210000003813 thumb Anatomy 0.000 description 1
KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 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
FEONEKOZSGPOFN-UHFFFAOYSA-K tribromoiron Chemical compound Br[Fe](Br)Br FEONEKOZSGPOFN-UHFFFAOYSA-K 0.000 description 1
GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 1
ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 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
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
239000011701 zinc Substances 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 1
DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 1
PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/08—Bridged systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/02—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D305/04—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D305/06—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/10—Spiro-condensed systems
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- 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
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/916—Dicarboxylic acids and dihydroxy compounds
- 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
- C08G85/00—General processes for preparing compounds provided for in this subclass
- 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
- C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
- C09D161/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C09D161/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C09D161/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
- 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.]

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Polymers & Plastics (AREA)
Medicinal Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Wood Science & Technology (AREA)
Life Sciences & Earth Sciences (AREA)
Materials Engineering (AREA)
Engineering & Computer Science (AREA)
General Chemical & Material Sciences (AREA)
Paints Or Removers (AREA)
Polyurethanes Or Polyureas (AREA)
Phenolic Resins Or Amino Resins (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Polyethers (AREA)
Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Compositions Of Macromolecular Compounds (AREA)

PT97906123T 1996-02-23 1997-02-21 Composicao de revestimento compreendendo um composto com funcionalidade biciclo- ou espiro-ortoester PT882106E (pt)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
NL1002427A NL1002427C2 (nl)	1996-02-23	1996-02-23	Bekledingssamenstelling omvattende een bicyclo- of spiroorthoester functionele verbinding.

Publications (1)

Publication Number	Publication Date
PT882106E true PT882106E (pt)	2001-01-31

Family

ID=19762372

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
PT97906123T PT882106E (pt)	1996-02-23	1997-02-21	Composicao de revestimento compreendendo um composto com funcionalidade biciclo- ou espiro-ortoester

Country Status (22)

Country	Link
US (2)	US6297329B1 (2)
EP (2)	EP0942051A3 (2)
JP (1)	JP4001384B2 (2)
CN (1)	CN1128851C (2)
AT (1)	ATE195331T1 (2)
AU (2)	AU733873B2 (2)
BR (1)	BR9707735A (2)
CA (1)	CA2247126A1 (2)
DE (1)	DE69702748T2 (2)
DK (1)	DK0882106T3 (2)
ES (1)	ES2150758T3 (2)
GR (1)	GR3034728T3 (2)
IN (1)	IN208042B (2)
MX (1)	MX202449B (2)
NL (1)	NL1002427C2 (2)
NO (1)	NO983859L (2)
PL (1)	PL328460A1 (2)
PT (1)	PT882106E (2)
RU (1)	RU2180674C2 (2)
TW (1)	TW418241B (2)
WO (1)	WO1997031073A1 (2)
ZA (2)	ZA971542B (2)

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US6548617B2 (en)	2000-11-30	2003-04-15	Akzo Nobel N.V.	Coating composition comprising a bicyclo-orthoester-functional compound, an isocyanate-functional compound, and a thiol-functional compound
WO2002044234A1 (en) *	2000-11-30	2002-06-06	Akzo Nobel N.V.	Coating composition comprising a bicyclo-orthoester-functional compound, an isocyanate-functional compound, and a thiol-functional compound
AU2002236752B2 (en) *	2001-01-12	2006-08-31	E.I. Dupont De Nemours And Company	Polymeric crosslinkable compositions containing spiroorthocarbonates
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JP4386720B2 (ja) *	2001-06-01	2009-12-16	アクゾノーベルナムローゼフェンノートシャップ	ポリイソシアネート及び、ポリオール、ポリカルボン酸及びモノカルボン酸から製造されたポリエステルオリゴマーを含むコーティング組成物。
US7129290B2 (en)	2002-01-11	2006-10-31	E. I. Du Pont De Nemours And Company	Polymeric crosslinkable compositions containing spiroorthocarbonates
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AU2004227417A1 (en) *	2003-04-04	2004-10-21	E.I. Dupont De Nemours And Company	Polymeric crosslinkable compositions containing acetal amides
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US7230112B2 (en)	2003-10-09	2007-06-12	E. I. Dupont De Nemours And Company	Process for making amide acetals
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US7608645B2 (en)	2004-09-30	2009-10-27	E.I. Du Pont De Nemours And Company	Dual cure coating compositions
CN101044178A (zh)	2004-09-30	2007-09-26	纳幕尔杜邦公司	涂料中的甲基丙烯酸酯酰胺缩醛
US7135530B2 (en) *	2004-09-30	2006-11-14	E. I. Du Pont De Nemours And Company	Polymeric/oligomeric methacrylate functionalized amide acetals in coatings
DE102004057224A1 (de) *	2004-11-26	2006-06-01	Bayer Materialscience Ag	BOE-und/oder Polyorthoestergruppenhaltige Bindemittelgemische
DE102005016982A1 (de) *	2005-04-13	2006-10-19	Bayer Materialscience Ag	Orthoestergruppenhaltige Bindemittel
EP1717254A1 (de) *	2005-04-29	2006-11-02	Sika Technology AG	Feuchtigkeitshärtende Zusammensetzung mit erhöhter Dehnbarkeit
JP2009504864A (ja)	2005-08-17	2009-02-05	アクゾノーベルコーティングスインターナショナルビーヴィ	ポリアクリレートポリオール、ポリエステルポリオール、およびイソシアネート官能性架橋剤を含んでいるコーティング組成物
US7812173B2 (en)	2005-08-23	2010-10-12	E.I. Du Pont De Nemours And Company	Tetrahydro-1,8-dioxa-4a-aza-naphthalenes in coating applications
EP1963392B2 (en)	2005-12-15	2012-08-01	Akzo Nobel Coatings International BV	Multilayer coating system
US7875697B2 (en) *	2006-06-29	2011-01-25	Medtronic, Inc.	Poly(orthoester) polymers, and methods of making and using same
US8568888B2 (en) *	2007-03-15	2013-10-29	Nanovere Technologies, Inc.	Dendritic polyurethane coating
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CN102470087B (zh) *	2009-06-30	2015-07-15	考格尼斯知识产权管理有限责任公司	酯混合物以及包含这种酯混合物的组合物
EP2269566A1 (en) *	2009-06-30	2011-01-05	Cognis IP Management GmbH	Ester mixtures and compositions comprising such ester mixtures
EP2269567A1 (en) *	2009-06-30	2011-01-05	Cognis IP Management GmbH	Ester mixtures and compositions comprising such ester mixtures
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1996
- 1996-02-23 NL NL1002427A patent/NL1002427C2/nl not_active IP Right Cessation
1997
- 1997-02-21 JP JP52981897A patent/JP4001384B2/ja not_active Expired - Fee Related
- 1997-02-21 CN CN97193266A patent/CN1128851C/zh not_active Expired - Fee Related
- 1997-02-21 US US08/804,485 patent/US6297329B1/en not_active Expired - Fee Related
- 1997-02-21 DE DE69702748T patent/DE69702748T2/de not_active Expired - Fee Related
- 1997-02-21 AT AT97906123T patent/ATE195331T1/de not_active IP Right Cessation
- 1997-02-21 CA CA 2247126 patent/CA2247126A1/en not_active Abandoned
- 1997-02-21 PL PL32846097A patent/PL328460A1/xx unknown
- 1997-02-21 EP EP19990201141 patent/EP0942051A3/en not_active Withdrawn
- 1997-02-21 EP EP19970906123 patent/EP0882106B1/en not_active Expired - Lifetime
- 1997-02-21 AU AU20930/97A patent/AU733873B2/en not_active Ceased
- 1997-02-21 RU RU98117558A patent/RU2180674C2/ru active
- 1997-02-21 BR BR9707735A patent/BR9707735A/pt not_active IP Right Cessation
- 1997-02-21 ES ES97906123T patent/ES2150758T3/es not_active Expired - Lifetime
- 1997-02-21 DK DK97906123T patent/DK0882106T3/da active
- 1997-02-21 PT PT97906123T patent/PT882106E/pt unknown
- 1997-02-21 WO PCT/EP1997/000892 patent/WO1997031073A1/en not_active Ceased
- 1997-02-21 ZA ZA971542A patent/ZA971542B/xx unknown
- 1997-05-06 IN IN954CH1997 patent/IN208042B/en unknown
- 1997-08-06 TW TW86111273A patent/TW418241B/zh not_active IP Right Cessation
- 1997-12-17 ZA ZA9711340A patent/ZA9711340B/xx unknown
1998
- 1998-08-21 MX MX9806845A patent/MX202449B/es unknown
- 1998-08-21 NO NO983859A patent/NO983859L/no not_active Application Discontinuation
2000
- 2000-09-06 AU AU56513/00A patent/AU754919B2/en not_active Ceased
- 2000-10-30 GR GR20000402417T patent/GR3034728T3/el not_active IP Right Cessation
2001
- 2001-08-22 US US09/935,308 patent/US6593479B2/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
WO1997031073A1 (en)	1997-08-28
AU5651300A (en)	2001-02-15
MX202449B (en)	2001-06-15
US20020161135A1 (en)	2002-10-31
US6297329B1 (en)	2001-10-02
NL1002427C2 (nl)	1997-08-26
CA2247126A1 (en)	1997-08-28
IN208042B (2)	2007-08-03
ES2150758T3 (es)	2000-12-01
RU2180674C2 (ru)	2002-03-20
ZA9711340B (en)	1998-08-26
IN1997CH00954A (2)	2006-10-06
EP0882106B1 (en)	2000-08-09
GR3034728T3 (en)	2001-01-31
NO983859D0 (no)	1998-08-21
DK0882106T3 (da)	2000-12-18
EP0942051A2 (en)	1999-09-15
AU733873B2 (en)	2001-05-31
CN1214717A (zh)	1999-04-21
TW418241B (en)	2001-01-11
BR9707735A (pt)	1999-07-27
PL328460A1 (en)	1999-02-01
EP0882106A1 (en)	1998-12-09
NO983859L (no)	1998-10-20
US6593479B2 (en)	2003-07-15
EP0942051A3 (en)	2009-01-14
JP4001384B2 (ja)	2007-10-31
CN1128851C (zh)	2003-11-26
DE69702748T2 (de)	2001-04-19
ATE195331T1 (de)	2000-08-15
AU2093097A (en)	1997-09-10
MX9806845A (en)	1999-01-31
DE69702748D1 (de)	2000-09-14
ZA971542B (en)	1998-07-27
AU754919B2 (en)	2002-11-28
JP2000506908A (ja)	2000-06-06

Publication	Publication Date	Title
PT882106E (pt)	2001-01-31	Composicao de revestimento compreendendo um composto com funcionalidade biciclo- ou espiro-ortoester
MXPA98006845A (en)	1999-02-24	Coating composition comprising a compound with functional groups bike- or spiral-ortoes
KR100360705B1 (ko)	2003-01-24	카르바메이트작용성폴리에스테르중합체또는소중합체의제조방법및그생성물을함유하는코팅조성물
EP0547162B1 (en)	1999-03-03	Phenol terminated diester composition and curable compositions containing same
CA2023289C (en)	2001-12-25	Liquid polymer and polyol compositions, and process for preparing phenol-functional polymer
JP3429934B2 (ja)	2003-07-28	懸垂カルバメート基を有するカルバメート官能性ポリエステル重合体またはオリゴマー
JPH09221636A (ja)	1997-08-26	低分子量カルバメート成分または尿素成分を含む硬化性塗料組成物
JP3616996B2 (ja)	2005-02-02	第３級カルバメート結合を有するヒドロキシ官能性ウレタン
US7015298B2 (en)	2006-03-21	Coating composition comprising a compound comprising a spiro-ortho silicate group
EP1005499B1 (en)	2004-12-29	Coating composition comprising a compound comprising at least one bicyclo-orthoester group and at least one other functional group
KR100452307B1 (ko)	2005-06-17	비시클로-오르토에스테르또는스피로-오르토에스테르관능성화합물을포함하는코팅조성물
Wood	0	The invention pertains to a coating composition comprising a silicon heterocyclic compound and a hydroxyl-reactive cross-linker, to a process for curing the composition, and to the use of the composition.