GB1358443A - Age resistant polymeric compositions - Google Patents
Age resistant polymeric compositionsInfo
- Publication number
- GB1358443A GB1358443A GB1940471A GB1940471A GB1358443A GB 1358443 A GB1358443 A GB 1358443A GB 1940471 A GB1940471 A GB 1940471A GB 1940471 A GB1940471 A GB 1940471A GB 1358443 A GB1358443 A GB 1358443A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ditertbutyl
- reacting
- chloride
- acid
- hydroxyphenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title 1
- MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical compound OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 abstract 4
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 abstract 4
- MNDTVJMRXYKBPV-UHFFFAOYSA-N 4-amino-2,6-ditert-butylphenol Chemical compound CC(C)(C)C1=CC(N)=CC(C(C)(C)C)=C1O MNDTVJMRXYKBPV-UHFFFAOYSA-N 0.000 abstract 3
- WOGITNXCNOTRLK-VOTSOKGWSA-N (e)-3-phenylprop-2-enoyl chloride Chemical compound ClC(=O)\C=C\C1=CC=CC=C1 WOGITNXCNOTRLK-VOTSOKGWSA-N 0.000 abstract 2
- DOZRDZLFLOODMB-UHFFFAOYSA-N 3,5-di-tert-Butyl-4-hydroxybenzaldehyde Chemical compound CC(C)(C)C1=CC(C=O)=CC(C(C)(C)C)=C1O DOZRDZLFLOODMB-UHFFFAOYSA-N 0.000 abstract 2
- OTJCXFQYDNRPJU-UHFFFAOYSA-N 4-hydroxy-3,5-bis(2-methylpentan-2-yl)benzaldehyde Chemical compound CCCC(C)(C)C1=CC(C=O)=CC(C(C)(C)CCC)=C1O OTJCXFQYDNRPJU-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract 2
- HGINADPHJQTSKN-UHFFFAOYSA-N Monoethyl malonic acid Chemical compound CCOC(=O)CC(O)=O HGINADPHJQTSKN-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 2
- 150000002825 nitriles Chemical class 0.000 abstract 2
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 abstract 2
- IZVBGOOXSCJZGN-UHFFFAOYSA-N (3,5-ditert-butyl-4-hydroxyphenyl) prop-2-enoate Chemical compound CC(C)(C)C1=CC(OC(=O)C=C)=CC(C(C)(C)C)=C1O IZVBGOOXSCJZGN-UHFFFAOYSA-N 0.000 abstract 1
- QXNKTDWLOYNOTB-FPLPWBNLSA-N (z)-4-(3,5-ditert-butyl-4-hydroxyanilino)-4-oxobut-2-enoic acid Chemical compound CC(C)(C)C1=CC(NC(=O)\C=C/C(O)=O)=CC(C(C)(C)C)=C1O QXNKTDWLOYNOTB-FPLPWBNLSA-N 0.000 abstract 1
- JFGVTUJBHHZRAB-UHFFFAOYSA-N 2,6-Di-tert-butyl-1,4-benzenediol Chemical compound CC(C)(C)C1=CC(O)=CC(C(C)(C)C)=C1O JFGVTUJBHHZRAB-UHFFFAOYSA-N 0.000 abstract 1
- BFELVKLCISJRIC-UHFFFAOYSA-N 2,6-ditert-butyl-4-(2-hydroxyethoxymethyl)phenol Chemical compound CC(C)(C)C1=CC(COCCO)=CC(C(C)(C)C)=C1O BFELVKLCISJRIC-UHFFFAOYSA-N 0.000 abstract 1
- KPYNPYLYIYBHEI-UHFFFAOYSA-N 2,6-ditert-butyl-4-(3-hydroxypropyl)phenol Chemical compound CC(C)(C)C1=CC(CCCO)=CC(C(C)(C)C)=C1O KPYNPYLYIYBHEI-UHFFFAOYSA-N 0.000 abstract 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- FMISXJQKKSLEOM-UHFFFAOYSA-N 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methoxy]ethyl prop-2-enoate Chemical compound CC(C)(C)C1=CC(COCCOC(=O)C=C)=CC(C(C)(C)C)=C1O FMISXJQKKSLEOM-UHFFFAOYSA-N 0.000 abstract 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- FWWOWPGPERBCNJ-UHFFFAOYSA-N 2-hydroxy-4-(2-hydroxyethoxy)-4-oxobutanoic acid Chemical compound OCCOC(=O)CC(O)C(O)=O FWWOWPGPERBCNJ-UHFFFAOYSA-N 0.000 abstract 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 abstract 1
- HTZZLFVKRATBTM-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 HTZZLFVKRATBTM-UHFFFAOYSA-N 0.000 abstract 1
- TWDPBGDKUCRDCL-UHFFFAOYSA-N 4-(3,5-ditert-butyl-4-hydroxyphenyl)but-3-en-2-one Chemical compound CC(=O)C=CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 TWDPBGDKUCRDCL-UHFFFAOYSA-N 0.000 abstract 1
- HHJDLAYPKYTOTE-UHFFFAOYSA-N 4-methyl-2,6-bis(2-methylpentan-2-yl)phenol Chemical compound CCCC(C)(C)C1=CC(C)=CC(C(C)(C)CCC)=C1O HHJDLAYPKYTOTE-UHFFFAOYSA-N 0.000 abstract 1
- JSTCPNFNKICNNO-UHFFFAOYSA-N 4-nitrosophenol Chemical compound OC1=CC=C(N=O)C=C1 JSTCPNFNKICNNO-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 1
- DMZSTNFRNRAJIE-UHFFFAOYSA-N C(C(=C)C)(=O)N.C(C)(C)(C)C=1C=C(C=C(C1O)C(C)(C)C)NC(C=C)=O Chemical compound C(C(=C)C)(=O)N.C(C)(C)(C)C=1C=C(C=C(C1O)C(C)(C)C)NC(C=C)=O DMZSTNFRNRAJIE-UHFFFAOYSA-N 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 235000006708 antioxidants Nutrition 0.000 abstract 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 229940114081 cinnamate Drugs 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 abstract 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 abstract 1
- ALUDCPPKWVUVDT-UHFFFAOYSA-N ethyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)prop-2-enoate Chemical compound CCOC(=O)C=CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 ALUDCPPKWVUVDT-UHFFFAOYSA-N 0.000 abstract 1
- ZTTRRULOZHQYCR-UHFFFAOYSA-N ethyl 3-[4-hydroxy-3,5-bis(2-methylpentan-2-yl)phenyl]prop-2-enoate Chemical compound CCCC(C)(C)C1=CC(C=CC(=O)OCC)=CC(C(C)(C)CCC)=C1O ZTTRRULOZHQYCR-UHFFFAOYSA-N 0.000 abstract 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- CGJMROBVSBIBKP-UHFFFAOYSA-N malonamic acid Chemical class NC(=O)CC(O)=O CGJMROBVSBIBKP-UHFFFAOYSA-N 0.000 abstract 1
- -1 mercapto, carboxy Chemical group 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002530 phenolic antioxidant Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- CSMWJXBSXGUPGY-UHFFFAOYSA-L sodium dithionate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)S([O-])(=O)=O CSMWJXBSXGUPGY-UHFFFAOYSA-L 0.000 abstract 1
- 229940075931 sodium dithionate Drugs 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/30—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/56—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups
- C07C47/565—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups all hydroxy groups bound to the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/24—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups
- C07C49/245—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups containing six-membered aromatic rings
- C07C49/248—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups containing six-membered aromatic rings having unsaturation outside the aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F246/00—Copolymers in which the nature of only the monomers in minority is defined
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5667870A | 1970-07-20 | 1970-07-20 | |
| US5667670A | 1970-07-20 | 1970-07-20 | |
| US5663570A | 1970-07-20 | 1970-07-20 | |
| US5663470A | 1970-07-20 | 1970-07-20 | |
| US05/056,633 US3953402A (en) | 1970-07-20 | 1970-07-20 | Age resistant polymers of ditertiary alkyl-4-hydroxyaryl acrylate and dienes |
| US05/056,677 US3962187A (en) | 1970-07-20 | 1970-07-20 | Stabilized polymers of ditertiary alkyl-4-hydroxybenzyloxy alkyl acrylates and dienes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1358443A true GB1358443A (en) | 1974-07-03 |
Family
ID=27556744
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1940471A Expired GB1358443A (en) | 1970-07-20 | 1971-06-08 | Age resistant polymeric compositions |
Country Status (4)
| Country | Link |
|---|---|
| CA (1) | CA955349A (enExample) |
| DE (1) | DE2130341A1 (enExample) |
| FR (1) | FR2099478B1 (enExample) |
| GB (1) | GB1358443A (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8889239B2 (en) | 2010-01-29 | 2014-11-18 | Aston University | Stabilised cross-linked polymers |
| CN120025617A (zh) * | 2025-03-17 | 2025-05-23 | 广州桦欣塑胶制品有限公司 | 一种高强度耐老化复合塑料软管及其制备方法 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9210027D0 (en) * | 1992-05-09 | 1992-06-24 | Interox Chemicals Ltd | Oxidation process |
| CN120173350A (zh) * | 2025-04-24 | 2025-06-20 | 安徽艾毅汽车零部件有限公司 | 一种pvc排水管材及其制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA808737A (en) * | 1969-03-18 | Uniroyal Ltd. - Uniroyal Ltee. | Synthetic rubbers | |
| US3278448A (en) * | 1960-05-17 | 1966-10-11 | Bayer Ag | Ultra-violet protective light filter |
| US3457328A (en) * | 1963-11-01 | 1969-07-22 | Du Pont | Polymeric antioxidants |
| US3280069A (en) * | 1965-03-31 | 1966-10-18 | Ethyl Corp | Polypropylene containing ethyl 3, 5-ditert-butyl-4-hydroxy-alpha-cyanocinnamate |
| US3503917A (en) * | 1967-03-09 | 1970-03-31 | Burke Oliver W Jun | Aqueous latices of high polymer compositions and processes for producing same |
| CA969192A (en) * | 1968-06-21 | 1975-06-10 | Ciba-Geigy Corporation | Polymeric antioxidants |
-
1971
- 1971-06-08 GB GB1940471A patent/GB1358443A/en not_active Expired
- 1971-06-10 CA CA115,277A patent/CA955349A/en not_active Expired
- 1971-06-18 DE DE19712130341 patent/DE2130341A1/de not_active Withdrawn
- 1971-07-20 FR FR7126515A patent/FR2099478B1/fr not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8889239B2 (en) | 2010-01-29 | 2014-11-18 | Aston University | Stabilised cross-linked polymers |
| CN120025617A (zh) * | 2025-03-17 | 2025-05-23 | 广州桦欣塑胶制品有限公司 | 一种高强度耐老化复合塑料软管及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2099478B1 (enExample) | 1974-03-29 |
| CA955349A (en) | 1974-09-24 |
| FR2099478A1 (enExample) | 1972-03-17 |
| DE2130341A1 (de) | 1972-01-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |