JPS6140979B2 - - Google Patents
Info
- Publication number
- JPS6140979B2 JPS6140979B2 JP10200577A JP10200577A JPS6140979B2 JP S6140979 B2 JPS6140979 B2 JP S6140979B2 JP 10200577 A JP10200577 A JP 10200577A JP 10200577 A JP10200577 A JP 10200577A JP S6140979 B2 JPS6140979 B2 JP S6140979B2
- Authority
- JP
- Japan
- Prior art keywords
- diazo
- copying
- photosensitive layer
- layer forming
- formula
- 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 15
- 230000008878 coupling Effects 0.000 claims description 13
- 238000010168 coupling process Methods 0.000 claims description 13
- 238000005859 coupling reaction Methods 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000000463 material Substances 0.000 description 22
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 12
- 239000007788 liquid Substances 0.000 description 9
- -1 2-hydroxy-4-methylbenzaldehyde phenyl hydrazone Chemical compound 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 150000008049 diazo compounds Chemical class 0.000 description 6
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 6
- 229930182490 saponin Natural products 0.000 description 6
- 150000007949 saponins Chemical class 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- VWYSHPVBENQCRM-UHFFFAOYSA-N 4-(4-diazo-2,5-diethoxycyclohexa-1,5-dien-1-yl)morpholine hydrochloride Chemical compound Cl.C1=C(OCC)C(=[N+]=[N-])CC(OCC)=C1N1CCOCC1 VWYSHPVBENQCRM-UHFFFAOYSA-N 0.000 description 5
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 description 5
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 5
- 229960001948 caffeine Drugs 0.000 description 5
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- FEWJPZIEWOKRBE-XIXRPRMCSA-N Mesotartaric acid Chemical compound OC(=O)[C@@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-XIXRPRMCSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 150000004780 naphthols Chemical class 0.000 description 3
- NJPKYOIXTSGVAN-UHFFFAOYSA-K trisodium;naphthalene-1,3,6-trisulfonate Chemical compound [Na+].[Na+].[Na+].[O-]S(=O)(=O)C1=CC(S([O-])(=O)=O)=CC2=CC(S(=O)(=O)[O-])=CC=C21 NJPKYOIXTSGVAN-UHFFFAOYSA-K 0.000 description 3
- 238000004383 yellowing Methods 0.000 description 3
- SERARPRVBWDEBA-UHFFFAOYSA-N 2-[(phenylhydrazinylidene)methyl]phenol Chemical compound OC1=CC=CC=C1C=NNC1=CC=CC=C1 SERARPRVBWDEBA-UHFFFAOYSA-N 0.000 description 2
- WXHLLJAMBQLULT-UHFFFAOYSA-N 2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-n-(2-methyl-6-sulfanylphenyl)-1,3-thiazole-5-carboxamide;hydrate Chemical compound O.C=1C(N2CCN(CCO)CC2)=NC(C)=NC=1NC(S1)=NC=C1C(=O)NC1=C(C)C=CC=C1S WXHLLJAMBQLULT-UHFFFAOYSA-N 0.000 description 2
- 239000000987 azo dye Substances 0.000 description 2
- 239000001045 blue dye Substances 0.000 description 2
- MKWMJLJVBCWMHC-UHFFFAOYSA-N chembl1736337 Chemical compound OC1=CC=CC=C1C=NNC1=NC2=CC=CC=C2S1 MKWMJLJVBCWMHC-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- JGOAZQAXRONCCI-SDNWHVSQSA-N n-[(e)-benzylideneamino]aniline Chemical compound C=1C=CC=CC=1N\N=C\C1=CC=CC=C1 JGOAZQAXRONCCI-SDNWHVSQSA-N 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
- 235000002906 tartaric acid Nutrition 0.000 description 2
- HOIGMVLXDOFNKW-UHFFFAOYSA-N 1-(2,5-dibutoxy-4-diazocyclohexa-1,5-dien-1-yl)piperidine Chemical compound C1=C(OCCCC)C(=[N+]=[N-])CC(OCCCC)=C1N1CCCCC1 HOIGMVLXDOFNKW-UHFFFAOYSA-N 0.000 description 1
- FIBIJMTYLGTSQB-UHFFFAOYSA-N 1-(4-diazo-2,5-diethoxycyclohexa-1,5-dien-1-yl)pyrrolidine Chemical compound C1=C(OCC)C(=[N+]=[N-])CC(OCC)=C1N1CCCC1 FIBIJMTYLGTSQB-UHFFFAOYSA-N 0.000 description 1
- RWCAXNBYPKHDBR-UHFFFAOYSA-N 1-(4-diazocyclohexa-1,5-dien-1-yl)pyrrolidine Chemical compound C1=CC(=[N+]=[N-])CC=C1N1CCCC1 RWCAXNBYPKHDBR-UHFFFAOYSA-N 0.000 description 1
- FHDQFPCQZMLBFE-UHFFFAOYSA-N 1-[(4e)-4-diazo-2-methylcyclohexa-1,5-dien-1-yl]pyrrolidine Chemical compound C1=CC(=[N+]=[N-])CC(C)=C1N1CCCC1 FHDQFPCQZMLBFE-UHFFFAOYSA-N 0.000 description 1
- CEPBCMLPAGAVDY-UHFFFAOYSA-N 2,5-dibutoxy-n,n-dibutyl-4-diazocyclohexa-1,5-dien-1-amine Chemical compound CCCCOC1=C(N(CCCC)CCCC)C=C(OCCCC)C(=[N+]=[N-])C1 CEPBCMLPAGAVDY-UHFFFAOYSA-N 0.000 description 1
- HRVASZFVRTZSFO-UHFFFAOYSA-N 2-[(4-diazocyclohexa-1,5-dien-1-yl)-ethylamino]ethanol Chemical compound OCCN(CC)C1=CCC(=[N+]=[N-])C=C1 HRVASZFVRTZSFO-UHFFFAOYSA-N 0.000 description 1
- VYHNSPUVKZPCDZ-UHFFFAOYSA-N 3-hydroxy-n-(2-hydroxyethyl)naphthalene-2-carboxamide Chemical compound C1=CC=C2C=C(O)C(C(=O)NCCO)=CC2=C1 VYHNSPUVKZPCDZ-UHFFFAOYSA-N 0.000 description 1
- VVKHPAIJUBQTMQ-UHFFFAOYSA-N 4-(2,5-dibutoxy-4-diazocyclohexa-1,5-dien-1-yl)morpholine Chemical compound C1=C(OCCCC)C(=[N+]=[N-])CC(OCCCC)=C1N1CCOCC1 VVKHPAIJUBQTMQ-UHFFFAOYSA-N 0.000 description 1
- LRUJNDUWNJTRHJ-UHFFFAOYSA-N 4-(4-diazo-2,5-diethoxycyclohexa-1,5-dien-1-yl)morpholine Chemical compound C1=C(OCC)C(=[N+]=[N-])CC(OCC)=C1N1CCOCC1 LRUJNDUWNJTRHJ-UHFFFAOYSA-N 0.000 description 1
- YMYLGFCECMUHHI-UHFFFAOYSA-N 4-(4-diazo-2,5-dimethoxycyclohexa-1,5-dien-1-yl)morpholine Chemical compound C1=C(OC)C(=[N+]=[N-])CC(OC)=C1N1CCOCC1 YMYLGFCECMUHHI-UHFFFAOYSA-N 0.000 description 1
- SCETWWDGKCBPMK-UHFFFAOYSA-N 4-[(4e)-4-diazocyclohexa-1,5-dien-1-yl]morpholine Chemical compound C1=CC(=[N+]=[N-])CC=C1N1CCOCC1 SCETWWDGKCBPMK-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 240000009038 Viola odorata Species 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- PXTVLXYDSJINFF-UHFFFAOYSA-N [N+](=[N-])=C1CC(=C(C=C1OCCC)N1CCOCC1)OCCC Chemical compound [N+](=[N-])=C1CC(=C(C=C1OCCC)N1CCOCC1)OCCC PXTVLXYDSJINFF-UHFFFAOYSA-N 0.000 description 1
- SMHMZISJETWZKT-UHFFFAOYSA-N [N+](=[N-])=C1CC(=C(N(CCO)CC2=CC=CC=C2)C=C1OCCCC)OCCCC Chemical compound [N+](=[N-])=C1CC(=C(N(CCO)CC2=CC=CC=C2)C=C1OCCCC)OCCCC SMHMZISJETWZKT-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- DRTOXVMLDGORBL-UHFFFAOYSA-N n-[(2-methoxyphenyl)methylideneamino]aniline Chemical compound COC1=CC=CC=C1C=NNC1=CC=CC=C1 DRTOXVMLDGORBL-UHFFFAOYSA-N 0.000 description 1
- IWZKRFCQRXJQIZ-CXUHLZMHSA-N n-[(e)-(2,4-dichlorophenyl)methylideneamino]aniline Chemical compound ClC1=CC(Cl)=CC=C1\C=N\NC1=CC=CC=C1 IWZKRFCQRXJQIZ-CXUHLZMHSA-N 0.000 description 1
- IZUQZLGWRCYWCB-RVDMUPIBSA-N n-[(e)-(4-methoxyphenyl)methylideneamino]aniline Chemical compound C1=CC(OC)=CC=C1\C=N\NC1=CC=CC=C1 IZUQZLGWRCYWCB-RVDMUPIBSA-N 0.000 description 1
- YUGRBSKLCJEILG-GDNBJRDFSA-N n-[(z)-(4-chlorophenyl)methylideneamino]aniline Chemical compound C1=CC(Cl)=CC=C1\C=N/NC1=CC=CC=C1 YUGRBSKLCJEILG-GDNBJRDFSA-N 0.000 description 1
- VEBVLEHQOPUIBH-UHFFFAOYSA-N n-benzyl-2,5-dibutoxy-4-diazo-n-ethylcyclohexa-1,5-dien-1-amine Chemical compound C1=C(OCCCC)C(=[N+]=[N-])CC(OCCCC)=C1N(CC)CC1=CC=CC=C1 VEBVLEHQOPUIBH-UHFFFAOYSA-N 0.000 description 1
- URXNVXOMQQCBHS-UHFFFAOYSA-N naphthalene;sodium Chemical compound [Na].C1=CC=CC2=CC=CC=C21 URXNVXOMQQCBHS-UHFFFAOYSA-N 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- JVUYWILPYBCNNG-UHFFFAOYSA-N potassium;oxido(oxo)borane Chemical compound [K+].[O-]B=O JVUYWILPYBCNNG-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 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
- G03C1/52—Compositions containing diazo compounds as photosensitive substances
- G03C1/58—Coupling substances therefor
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Description
本発明はジアゾ複写において、現像後に、複写
材料の地肌が黄変しないジアゾ複写法に関する。
ジアゾ複写材料には、支持体例えば紙の表面に
ジアゾ化合物を担持せしめた一成分型複写材料
と、支持体にジアゾ化合物とカツプリング成分を
担持せしめた二成分型複写材料があり、一成分型
においては、画像を有する原図を介して光を照射
し、すなわち像露光を行なつた後、カツプリング
成分を含有するアルカリ性の現像剤を用いて現像
し、二成分型においては像露光を行なつた後、ア
ルカリ性の現像剤を用いて現像し、それぞれ、像
露光の際に、光の照射を受けることなく、従つて
分解することなく、未分解のまま残つているジア
ゾ化合物とカツプリング成分を、アルカリ性の条
件下でカツプリングせしめてアゾ染料を生成せし
め、このようにして染料画像を有するコピーを得
ることは、当業者には周知のことである。
ジアゾ複写材料において、ジアゾ化合物とカツ
プリングして青色ないし青紫色のアゾ染料を生成
するカツプリング成分としてナフトール誘導体が
用いられることは周知の通りである。しかしなが
らナフトール誘導体をカツプリング成分として用
いたジアゾ複写材料においては、その現像後に、
複写材料の地肌が黄変することが多いという欠点
がある。この黄変という現象は、ナフトール誘導
体がアルカリ成分によつて影響をうけて変化する
ためであると考えられている。
本発明は上記のような現像後の黄変がないジア
ゾ複写材料を提供することを目的とするものであ
つて、本発明のジアゾ複写法は、下記一般式を有
する化合物をカツプリング成分として用いること
を特徴とする。
上式中、Ｒは
The present invention relates to a diazo copying method in which the background of copying material does not yellow after development. Diazo copying materials include one-component copying materials in which a diazo compound is supported on the surface of a support such as paper, and two-component copying materials in which a diazo compound and a coupling component are supported on a support. In the case of a two-component type, after irradiating light through an original image with an image, that is, performing image exposure, it is developed using an alkaline developer containing a coupling component. , developed using an alkaline developer, and during image exposure, the remaining undecomposed diazo compound and coupling component are removed without being exposed to light and therefore without being decomposed, using an alkaline developer. It is well known to those skilled in the art to couple under conditions to form azo dyes and thus obtain copies with dye images. It is well known that in diazo copying materials, naphthol derivatives are used as coupling components that couple with diazo compounds to produce blue to blue-violet azo dyes. However, in diazo copying materials using naphthol derivatives as coupling components, after development,
The disadvantage is that the background of the copy material often turns yellow. This phenomenon of yellowing is thought to be due to the naphthol derivative being affected by alkaline components. The object of the present invention is to provide a diazo copying material that does not yellow after development as described above, and the diazo copying method of the present invention uses a compound having the following general formula as a coupling component. It is characterized by In the above formula, R is
【式】または[expression] or
【式】R′は[Formula] R′ is
【式】または[expression] or
【式】（R1およびR2は水素、水酸基、
ハロゲン、または炭素１〜４個のアルキル基また
はアルコキシ基である。
上記一般式を有する化合物は、通常、二成分型
ジアゾ複写材料のカツプリング成分として用いら
れるが、一成分型ジアゾ複写材料の現像液中にカ
ツプリング成分として含有せしめて用いることも
できる。
上記一般式を有するカツプリング成分の代表的
な具体例は次の通りである。
２−ヒドロキシベンズアルデヒドフエニルヒド
ラゾン、
４−クロルベンズアルデヒドフエニルヒドラゾ
ン、
２・４−ジクロルベンズアルデヒドフエニルヒ
ドラゾン、
２−メトキシベンズアルデヒドフエニルヒドラ
ゾン、
４−メトキシベンズアルデヒドフエニルヒドラ
ゾン、
２−ヒドロキシ−４−メチルベンズアルデヒド
フエニルヒドラゾン、
２−ヒドロキシベンズアルデヒド−２−ベンゾ
チアゾリルヒドラゾン、
２−メトキシベンズアルデヒド−２−ベンゾチ
アゾリルヒドラゾン、
４−クロルベンズアルデヒド−２−ベンゾチア
ゾリルヒドラゾン、
ベンズアルデヒドフエニルヒドラゾン、
ピリジルアルデヒドフエニルヒドラゾン。
本発明のカツプリング成分とともに用いられる
ジアゾ化合物としては、通常のジアゾ複写材料に
用いられるジアゾ化合物はいずれも用いることが
できるが、その代表的なものは次の通りである。
４−ジアゾ−２・５−ジメトキシフエニルモル
ホリン、
４−ジアゾ−２・５−ジエトキシフエニルモル
ホリン、
４−ジアゾ−２・５−ジプロポキシフエニルモ
ルホリン、
４−ジアゾ−２・５−ジブトキシフエニルモル
ホリン、
４−ジアゾ−２・５−ジブトキシ−Ｎ−ベンジ
ル−Ｎ−エチルアニリン、
４−ジアゾ−２・５−ジブトキシ−Ｎ・Ｎ−ジ
ブチルアニリン、
４−ジアゾ−２・５−ジブトキシ−Ｎ−ベンジ
ル−Ｎ−ヒドロキシエチルアニリン、
４−ジアゾ−２・５−ジブトキシフエニルピペ
リジン、
４−ジアゾ−２・５−ジエトキシフエニルピロ
リジン、
４−ジアゾ−２・５−ジプロポキシフエニルピ
ペラジン、
４−ジアゾ−Ｎ・Ｎ−ジメチルアニリン、
４−ジアゾ−Ｎ・Ｎ−ジエチルアニリン、
４−ジアゾ−Ｎ−エチル−Ｎ−ヒドロキシエチ
ルアニリン、
４−ジアゾ−Ｎ・Ｎ−ジプロピルアニリン、
４−ジアゾ−フエニルモルホリン、
４−ジアゾ−フエニルピロリジン、
４−ジアゾ−２−メチルフエニルピロリジン。
上記一般式を有する化合物を、二成分型ジアゾ
複写材料のカツプリング成分として用いた場合に
は、添加剤として、ナフタリン−モノ−、ジ−ま
たはトリ−スルホン酸ナトリウム、スルホサリチ
ル酸、酒石酸、クエン酸、カフエイン、サポニン
などが用いられる。
本発明のカツプリング成分を用いたジアゾ複写
材料の実施例を下記に示す。
例 １
下記成分を混合して感光層形成液（）を調製
した。
感光層形成液（）
酒石酸 ２ ｇ
カフエイン ２ ｇ
ナフタリン−１・３・６−トリスルホン酸ナトリ
ウム １ ｇ
２−ヒドロキシベンズアルデヒドフエニルヒドラ
ゾン 1.5ｇ
４−ジアゾ−２・５−ジエトキシフエニルモルホ
リン塩化物1/2ZnCl2 ２ ｇ
サポニン 0.1ｇ
水 100 ml
上記感光層形成液（）を感光紙用の白色原紙
に塗布、乾燥して２成分型ジアゾ複写材料を得
た。この複写材料を２分し、それぞれに画像を有
する原図を重ね合せ、市販のジアゾ複写機を用い
160Wの螢光灯によつて約４秒間露光した後、下
記成分を混合して得た現像液（）およびアンモ
ニアガスを用いて（すなわち湿式複写機および乾
式複写機を用いて）それぞれを現像し、いずれも
鮮明な青色の染料画像を有するコピーを得た。
現像液（）：
炭酸カリウム ２ｇ
メタホウ酸カリウム ３ｇ
水 100ml
例 ２〜５
下記成分を混合して調製した感光層形成液
（）、（）、（）および（）を用いた以外
は、例１の場合と全く同じ手順によつてそれぞれ
２成分型ジアゾ複写材料を得、この複写材料を用
い、例１の場合と同じ複写機を用い、同じ現像法
によつて、露光、現像を行ない、感光層形成液
（）および（）を用いた複写材料では青色
の、感光層形成液（）および（）を用いた複
写材料では青紫色の、それぞれ鮮明な染料画像を
有するコピーを得た。
感光層形成液（）
クエン酸 ２ ｇ
カフエイン ２ ｇ
スルホサリチル酸 １ ｇ
２−ヒドロキシ−４−メチルベンズアルデヒドフ
エニルヒドラゾン 1.5ｇ
４−ジアゾ−２・５−ジエトキシフエニルモルホ
リン塩化物1/2ZnCl2 １ ｇ
サポニン 0.1ｇ
水 100 ml
感光層形成液（）
酒石酸 ２ ｇ
カフエイン ２ ｇ
ナフタリン−１・３・６−トリスルホン酸ナトリ
ウム １ ｇ
２−ヒドロキシベンズアルデヒド−２−ベンゾチ
アゾリルヒドラゾン １ ｇ
４−ジアゾ−２・５−ジエトキシフエニルモルホ
リン塩化物1/2ZnCl2 １ ｇ
サポニン 0.1ｇ
水 100 ml
感光層形成液（）
酒石酸 ２ ｇ
カフエイン ２ ｇ
ナフタリン−１・３・６−トリスルホン酸ナトリ
ウム １ ｇ
ベンズアルデヒドフエニルヒドラゾン １ ｇ
４−ジアゾ−２・５−ジエトキシフエニルモルホ
リン塩化物1/2ZnCl2 １ ｇ
サポニン 0.1ｇ
水 100 ml
感光層形成液（）
酒石酸 ２ ｇ
カフエイン ２ ｇ
ナフタリン−１・３・６−トリスルホン酸ナトリ
ウム １ ｇ
ピリジルアルデヒドフエニルヒドラゾン １ ｇ
４−ジアゾ−２・５−ジエトキシフエニルモルホ
リン塩化物1/2ZnCl2 １ ｇ
サポニン 0.1ｇ
水 100 ml
上記のようにして得た本発明のジアゾ複写材料
は、その現像後に、画像の変色、地肌の黄変はほ
とんどみられなかつた。
上記感光層形成液〜においてカツプリング
成分として用いたフエニルヒドラゾンの代りに、
従来から用いられている２−ヒドロキシ−３−ナ
フトエ酸エタノールアミドをカツプリング成分と
して用いて感光層形成液を調製し、この液を用い
た以外は、例１に記載した手順によつて比較用の
複写材料を得、この複写材料を用いて例１の場合
と同じようにして露光、現像を行ない、青色の染
料画像を有するコピーを得た。
上記のようにして感光層形成液〜ならびに
比較用の感光層形成液を用いて調製した複写材料
で得たそれぞれのコピーを、２週間、廊下の壁に
はりつけて、現像直後と２週間後の、非画像部の
濃度をマクベス濃度計で測定し、その濃度変化を
調べ、下記に示す結果を得た。[Formula] (R 1 and R 2 are hydrogen, a hydroxyl group, a halogen, or an alkyl group or an alkoxy group having 1 to 4 carbon atoms. The compound having the above general formula is usually used as a coupling component of a two-component diazo copying material. 2-Hydroxy Benzaldehyde phenylhydrazone, 4-chlorobenzaldehyde phenylhydrazone, 2,4-dichlorobenzaldehyde phenylhydrazone, 2-methoxybenzaldehyde phenylhydrazone, 4-methoxybenzaldehyde phenylhydrazone, 2-hydroxy-4-methylbenzaldehyde phenyl hydrazone, 2-hydroxybenzaldehyde-2-benzothiazolylhydrazone, 2-methoxybenzaldehyde-2-benzothiazolylhydrazone, 4-chlorobenzaldehyde-2-benzothiazolylhydrazone, benzaldehyde phenylhydrazone, pyridylaldehyde phenyl Hydrazone.As the diazo compound used with the coupling component of the present invention, any diazo compound used in ordinary diazo copying materials can be used, but typical ones are as follows: 4-Diazo- 2,5-dimethoxyphenylmorpholine, 4-diazo-2,5-diethoxyphenylmorpholine, 4-diazo-2,5-dipropoxyphenylmorpholine, 4-diazo-2,5-dibutoxyphenylmorpholine , 4-diazo-2,5-dibutoxy-N-benzyl-N-ethylaniline, 4-diazo-2,5-dibutoxy-N,N-dibutylaniline, 4-diazo-2,5-dibutoxy-N-benzyl -N-hydroxyethylaniline, 4-diazo-2,5-dibutoxyphenylpiperidine, 4-diazo-2,5-diethoxyphenylpyrrolidine, 4-diazo-2,5-dipropoxyphenylpiperazine, 4 -Diazo-N/N-dimethylaniline, 4-diazo-N/N-diethylaniline, 4-diazo-N-ethyl-N-hydroxyethylaniline, 4-diazo-N/N-dipropylaniline, 4-diazo -Phenylmorpholine, 4-diazo-phenylpyrrolidine, 4-diazo-2-methylphenylpyrrolidine.When the compound having the above general formula is used as a coupling component of a two-component diazo copying material, an additive As such, sodium naphthalene mono-, di- or tri-sulfonate, sulfosalicylic acid, tartaric acid, citric acid, caffein, saponin, etc. are used. Examples of diazo copying materials using the coupling component of the present invention are shown below. Example 1 A photosensitive layer forming liquid (2) was prepared by mixing the following components. Photosensitive layer forming liquid () Tartaric acid 2 g Caffeine 2 g Sodium naphthalene-1,3,6-trisulfonate 1 g 2-Hydroxybenzaldehyde phenylhydrazone 1.5 g 4-Diazo-2,5-diethoxyphenylmorpholine chloride 1/2ZnCl 2 2 g Saponin 0.1 g Water 100 ml The above photosensitive layer forming liquid (2) was applied to white base paper for photosensitive paper and dried to obtain a two-component diazo copying material. This copying material was divided into two parts, the original image with the image was superimposed on each part, and a commercially available diazo copying machine was used.
After being exposed to a 160W fluorescent lamp for about 4 seconds, each was developed using a developer () obtained by mixing the following components and ammonia gas (i.e., using a wet copying machine and a dry copying machine). , all yielded copies with clear blue dye images. Developer solution (): Potassium carbonate 2g Potassium metaborate 3g Water 100ml Examples 2 to 5 The same procedure as in Example 1 was used except that photosensitive layer forming solutions (), (), () and () prepared by mixing the following components were used. A two-component diazo copying material was obtained in exactly the same manner as in Example 1, and the photosensitive layer was exposed and developed using the same copying machine and the same developing method as in Example 1. Copies with clear dye images were obtained with the copying materials using the forming liquids () and () in blue color, and in the copying materials using the photosensitive layer forming liquids () and () in the bluish-purple color, respectively. Photosensitive layer forming liquid () Citric acid 2 g Caffeine 2 g Sulfosalicylic acid 1 g 2-Hydroxy-4-methylbenzaldehyde phenylhydrazone 1.5 g 4-Diazo-2,5-diethoxyphenylmorpholine chloride 1/2ZnCl 2 1 g Saponin 0.1 g Water 100 ml Photosensitive layer forming liquid () Tartaric acid 2 g Caffeine 2 g Sodium naphthalene-1,3,6-trisulfonate 1 g 2-Hydroxybenzaldehyde-2-benzothiazolylhydrazone 1 g 4-Diazo -2,5-diethoxyphenylmorpholine chloride 1/2ZnCl 2 1 g Saponin 0.1 g Water 100 ml Photosensitive layer forming solution () Tartaric acid 2 g Caffeine 2 g Sodium naphthalene-1,3,6-trisulfonate 1 g Benzaldehyde phenylhydrazone 1 g 4-Diazo-2,5-diethoxyphenylmorpholine chloride 1/2ZnCl 2 1 g Saponin 0.1 g Water 100 ml Photosensitive layer forming liquid (2) Tartaric acid 2 g Caffeine 2 g Naphthalene-1,3・Sodium 6-trisulfonate 1 g Pyridylaldehyde phenylhydrazone 1 g 4-Diazo-2,5-diethoxyphenylmorpholine chloride 1/2ZnCl 2 1 g Saponin 0.1 g Water 100 ml Obtained as above The diazo copying material of the present invention showed almost no discoloration of the image or yellowing of the background after development. In place of the phenylhydrazone used as a coupling component in the photosensitive layer forming solution ~,
A comparative sample was prepared according to the procedure described in Example 1, except that a photosensitive layer forming solution was prepared using conventionally used 2-hydroxy-3-naphthoic acid ethanolamide as a coupling component, and this solution was used. A copying material was obtained which was exposed and developed in the same manner as in Example 1 to obtain a copy having a blue dye image. Each copy obtained using the copying material prepared using the photosensitive layer forming solution ~ and the comparative photosensitive layer forming solution as described above was attached to the wall of the hallway for two weeks, and the copies were attached immediately after development and after two weeks. The density of the non-image area was measured using a Macbeth densitometer, and the changes in density were investigated, and the results shown below were obtained.
【表】【table】
【表】
比較用の感光層形成液を用いて調製した複写材
料では、現像後、日がたつにつれて非画像部すな
わち複写材料の地肌に黄変が見られる。[Table] In the copying material prepared using the comparative photosensitive layer forming liquid, yellowing was observed in the non-image area, that is, the background of the copying material as time passed after development.
Claims (1)
たはアルコキシル基）である〕を有する化合物を
ジアゾ複写のカツプリング成分として用いること
を特徴とするジアゾ複写法。[Claims] 1. The following general formula [In the above formula, R is [Formula] or [Formula] R' is [Formula] or [Formula] (R 1 and R 2 are hydrogen, hydroxyl group, halogen, or an alkyl group or alkoxyl group having 1 to 4 carbon atoms) ) is used as a coupling component for diazo copying.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10200577A JPS5435724A (en) | 1977-08-25 | 1977-08-25 | Diazo copying method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10200577A JPS5435724A (en) | 1977-08-25 | 1977-08-25 | Diazo copying method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5435724A JPS5435724A (en) | 1979-03-16 |
| JPS6140979B2 true JPS6140979B2 (en) | 1986-09-12 |
Family
ID=14315658
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10200577A Granted JPS5435724A (en) | 1977-08-25 | 1977-08-25 | Diazo copying method |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5435724A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5953833A (en) * | 1982-09-22 | 1984-03-28 | Ricoh Co Ltd | Image forming composition |
| JPS59160136A (en) * | 1983-03-03 | 1984-09-10 | Ricoh Co Ltd | Diazo copying material |
| JPS60132789A (en) * | 1983-12-22 | 1985-07-15 | Ricoh Co Ltd | Diazo thermosensitive recording material |
-
1977
- 1977-08-25 JP JP10200577A patent/JPS5435724A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5435724A (en) | 1979-03-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2245628A (en) | Reflex copying process | |
| US2246425A (en) | Production of diazotype reflex copies | |
| US2694009A (en) | Diazo-n-sulfonate light-sensitive material | |
| JPS6140979B2 (en) | ||
| US2150565A (en) | Production of diazo prints | |
| US3622326A (en) | Diazotype light-sensitive copying papers intended for wet development and for use in the preparation of intermediates | |
| US2946684A (en) | Diazotype copying processes | |
| US3573051A (en) | Two-component diazotype composition | |
| JPS6140978B2 (en) | ||
| US3290150A (en) | Light-sensitive diazotype material and diazo compounds | |
| US3442650A (en) | Diazonium compounds and diazotype materials containing them | |
| JPS6140977B2 (en) | ||
| US3699000A (en) | Diazotype photoprinting material | |
| US3716364A (en) | Diazotype materials | |
| US3971663A (en) | Light-sensitive diazotype with yellow diazo couplers | |
| US3719491A (en) | Diazo-type reproduction process | |
| US3442652A (en) | Diazonium compounds and diazotype material | |
| US4055425A (en) | Diazotype material and graphic reproduction processes employing the same | |
| US3615487A (en) | Method for the production of diazo-type intermediate originals | |
| US3442651A (en) | Diazonium compounds and diazotype materials containing them | |
| US4225662A (en) | Diazo copying material | |
| US3597413A (en) | Cyanoalkoxybenzene diazonium compounds | |
| Landau et al. | Diazo Compounds in the Photocopying Industry | |
| US3522048A (en) | Two-component heat developing diazotypes | |
| US3772017A (en) | Diazo-type developing process |