GB822192A - Improvements in or relating to the production of photographic emulsions - Google Patents
Improvements in or relating to the production of photographic emulsionsInfo
- Publication number
- GB822192A GB822192A GB2636756A GB2636756A GB822192A GB 822192 A GB822192 A GB 822192A GB 2636756 A GB2636756 A GB 2636756A GB 2636756 A GB2636756 A GB 2636756A GB 822192 A GB822192 A GB 822192A
- Authority
- GB
- United Kingdom
- Prior art keywords
- lysine
- anhydrides
- polymerization
- anhydride
- acid
- 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
- 239000000839 emulsion Substances 0.000 title 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 abstract 7
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 abstract 7
- 239000004472 Lysine Substances 0.000 abstract 7
- 229960003646 lysine Drugs 0.000 abstract 7
- 238000006116 polymerization reaction Methods 0.000 abstract 7
- 150000008064 anhydrides Chemical class 0.000 abstract 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 4
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 abstract 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 abstract 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 4
- 229940024606 amino acid Drugs 0.000 abstract 4
- 235000013922 glutamic acid Nutrition 0.000 abstract 4
- 239000004220 glutamic acid Substances 0.000 abstract 4
- 238000010438 heat treatment Methods 0.000 abstract 4
- 229920001184 polypeptide Polymers 0.000 abstract 4
- 108090000765 processed proteins & peptides Proteins 0.000 abstract 4
- 102000004196 processed proteins & peptides Human genes 0.000 abstract 4
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 abstract 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 abstract 2
- LEVWYRKDKASIDU-QWWZWVQMSA-N D-cystine Chemical compound OC(=O)[C@H](N)CSSC[C@@H](N)C(O)=O LEVWYRKDKASIDU-QWWZWVQMSA-N 0.000 abstract 2
- 239000004471 Glycine Substances 0.000 abstract 2
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 abstract 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 abstract 2
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 abstract 2
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 abstract 2
- 108010077895 Sarcosine Proteins 0.000 abstract 2
- 229960000583 acetic acid Drugs 0.000 abstract 2
- 235000001014 amino acid Nutrition 0.000 abstract 2
- 150000001413 amino acids Chemical class 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229960003067 cystine Drugs 0.000 abstract 2
- 239000012362 glacial acetic acid Substances 0.000 abstract 2
- 229960002449 glycine Drugs 0.000 abstract 2
- 230000008018 melting Effects 0.000 abstract 2
- 238000002844 melting Methods 0.000 abstract 2
- RMAHPRNLQIRHIJ-UHFFFAOYSA-N methyl carbamimidate Chemical compound COC(N)=N RMAHPRNLQIRHIJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 abstract 2
- 229960005190 phenylalanine Drugs 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 229960002429 proline Drugs 0.000 abstract 2
- 125000006239 protecting group Chemical group 0.000 abstract 2
- 229940043230 sarcosine Drugs 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- 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
- 239000002253 acid Substances 0.000 abstract 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 abstract 1
- 229940073608 benzyl chloride Drugs 0.000 abstract 1
- HSDAJNMJOMSNEV-UHFFFAOYSA-N benzyl chloroformate Chemical compound ClC(=O)OCC1=CC=CC=C1 HSDAJNMJOMSNEV-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/04—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with macromolecular additives; with layer-forming substances
- G03C1/047—Proteins, e.g. gelatine derivatives; Hydrolysis or extraction products of proteins
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Polyamides (AREA)
Abstract
Polypeptides are prepared by the polymerization of pure N-carboxy-a -amino anhydrides or mixtures of such anhydrides preferably by heating the anhydrides in dioxan with sodium methylate as catalyst, or by heating above their melting points. The polypeptides may contain residues of glutamic acid together with one or more residues of lysine, sarcosine, phenylalanine, cystine, proline or glycine. Those containing lysine may be guanidated by treatment with o-methyl-isourea. In the case of amino acids such as glutamic acid and lysine, the active groups are protected during polymerization by using, as starting material g -methyl glutamate anhydride or e -carbobenzyloxy-lysine anhydride. After polymerization, the protective groups are removed by adding the polymer to hydrobromic acid in glacial acetic acid in the cold.ALSO:Polypeptides are prepared by the polymerization of pure N-carboxy-a -amino anhydrides or mixtures of such anhydrides. The polymerization is preferably effected by heating the anhydrides in dioxan with sodium methylate as catalyst, or by heating above their melting points. The polypeptides may contain residues of glutamic acid together with one or more residues of lysine, sarcosine, phenylalanine, cystine, proline or glycine. Those containng lysine may be guanidated by treatment with o-methyl-isourea. In the case of amino acids such as glutamic acid and lysine, the active groups are protected during polymerization by using, as starting material g -methyl glutamate anhydride or e - carbobenzyloxy - lysine anhydride. After polymerization, the protective groups are removed by adding the polymer to hydrobromic acid in glacial acetic acid in the cold. The N-carboxy-a -amino anhydrides are formed from the a -amino acids by treatment with benzyl chloroformate to give N-carbobenzyloxy-a -amino acids (in the case of lysine the e -NH2 group also is attacked at the same time as the a -NH2), the acid group is converted to its acid chloride and the ring closes to form the anhydride with loss of benzyl chloride. The pure anhydrides are obtained by recrystallizing several times. Specification 721,067 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2636756A GB822192A (en) | 1956-08-29 | 1956-08-29 | Improvements in or relating to the production of photographic emulsions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2636756A GB822192A (en) | 1956-08-29 | 1956-08-29 | Improvements in or relating to the production of photographic emulsions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB822192A true GB822192A (en) | 1959-10-21 |
Family
ID=10242547
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2636756A Expired GB822192A (en) | 1956-08-29 | 1956-08-29 | Improvements in or relating to the production of photographic emulsions |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB822192A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2217817A1 (en) * | 1971-04-21 | 1972-11-16 | ||
| US3907755A (en) * | 1972-05-03 | 1975-09-23 | Rhone Poulenc Sa | Sulfonated polymers derived from L-lysine |
-
1956
- 1956-08-29 GB GB2636756A patent/GB822192A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2217817A1 (en) * | 1971-04-21 | 1972-11-16 | ||
| US3907755A (en) * | 1972-05-03 | 1975-09-23 | Rhone Poulenc Sa | Sulfonated polymers derived from L-lysine |
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