SU1308972A1 - Photoconductive layer of electrophotographic material - Google Patents

Abstract

The invention relates to electrophotography and allows for increasing the sensitivity of a layer with positive and negative charge. The layer is obtained by dissolving in the organic solvent of a polyadduct of a non-complex structure based on epoxide and an amine of mol. Mae. 2500 i Mp Yu selected from the group consisting of: -0-СЬН-С- - (СНз) j-CfeH -O-CHj-СНСОЮ-СН;, - N (CH, j-СtH5) -CbH4-CH2-CbH4 -N (CH2-C (.Hj) -CHj -CH (OH) -CH2 -; -0-Cj.H4-C- (CH3) 2 - -CtH4-D-CH2-CH (OH) -CH2-NvC (, H4-OCH3) - -CHj-CHj-NCC H -OCHj) -CH2-CH (OH) -CHN-; -0-С (, К4-С (СНз) 2-СБН4-0-СН2-СН (ОН) - -CH-N (CfcH 5) -CH.i-СНг-N (C, Hy) -СН-, -CH (OH) -CHj -; -0-GfcH4, -C (CHj) j -0-GH2-CH (r) H) -CHj-N (CbH5) -CK2-CH (OH) -CH2 -; -o-CfcH4 -c (cis) 2 -CfcH-0-CH, -CH (OH) -CH2-K (CbH4-OCH3) -CH2-CH2 (OH) - -CH2-; -0-CtH4-C (CH3) 2-CtH4-0-CH2- -CH (OH) -CH2- (CH2-CtHj) -C4. (CH2- -CeH5 -) - N-CH2 -CH (OH) - O-CgH-C (CH3) (CH) -G frH4-O-GHj-GH (OH) -GH2-N (CH2-CeH5) -G (, H4-S-GtH4-N (CH2-CtHjVC " 2- -GH (GH) -GH2-, or copolyadduct with the structural units of the following formula: -0-C6Ht-C (GH3) 2-CtH4-0-GH2- -CH (OH) -CH2-N (CbHj) - CH2-CH2-N (G4H5) -GH2 -GH (OH) -GHz -; -0-с t н 5 -С (СНз) 2 4-0-GH2 -GH (OH) -GH2 -N (G jH 5 -GH2 - -GH (OH) -GH2-. To the resulting solution add a sensitizer in the following ratio of components, wt.h .: polyadduct or copolyadduct 100 and sensitizer 0.5-22.0. 3 ill., 1 tab. i (L so about cx with vl to

Description

The invention relates to electrophotography, in particular to transparent photoconductive layers suitable for electrophotographic image acquisition methods.

A photoconductive layer of an electrophotographic material containing an arylamine photoconductor is known, representing a low molecular weight phenyleneamine derivative included in a polymeric binder, a mixture of 75% polymethyl methacrylate and 25% poly (p-chlorophenylmethacrylate), and a sensitizer, which is used as a crystal violet dye (Microfiche PE S-003 firm

USA lames Fiver Graphies Statigraph film. South Hadley, Massachusetts 010175).

The disadvantage of this method is its lack of sensitivity.

The purpose of the invention is to increase the sensitivity of the layer with positive and negative charge.

This goal is achieved by the fact that a photoconductor based on arylamine and a sensitizer, as a photoconductor, it contains a polyadduct of a non-chained structure based on epoxide and an amine mol. Mae. 2500 Mp 10 selected from the group

sn,

I 3

, - CH-SN.GK / VCH, - /, -CHCHosn,

he

CHon

f Vo-CH "CH-CH. -N-CH2-Cll2- -CH2-CH-CH2

he

axes

DOS

he

O-Sig-CH-CH-K-CH-CH3- -CH3-CH-CH-ONON

-04 SCh-0-CH2-CH-CH2-N-CH2-CH-CH2

he

CH3 -o- / Vc-0-CH2-CH-CH2-N-CH2-CH-OH2sHhonon

DOS:

0-CH2-CH-CH2

CH2

NN-CH2-CH-CH26n

l l-CH "-CH-CHaon

or copolyadduct with structural units of the following formulas:

CH3 O-A-C-O-O-CHj-CH-CHj-K-CHa-CH-N-CHg-CH-CH-CH. he he

he

with the following ratio of components, May.4 .:

Polyadduct or Copolyadduct100 Sensitizer 0.5-22.0 Example 1. To obtain a photoconductive layer of electrophotographic material (EFGM), a polyaduct of nonHo-N-CHo-OH-OH, 1o-L is taken as a photoconductor.

HE

net structure based on epoxy and amine, which is obtained by a known method at 60 h by heating

40 equivalent amounts of dianediglycidyl ether and N, N -dibenzyl-4,4-diaminodiphenylmethane before and respectively with the addition of catalytic amounts of alcohol as a result

45.50 hours of heating and corresponds to the formula

0-CH2-CH-CH2-T f

CH2 K-CHj-CH-CH OH (J,

The polyadduct (I) is dissolved in toluene, chloroform, dichloroethane, a mixture of chloroform and methanol (4: 1) and other similar solvents;

molecular weight by osmometric method

M

5000-6000 g / mol.

Calculated C, 80.19; H 7.01; N 3.90.

513089726

C gEgoll20 (718.89). M (, 1), 0.5 May, h malachite picrate;%; C 79.98; H 7.10; green green, 0.5 mach. h, picrata N, 24. fuksina and 1 may. 1,4-bie- (2-cyanK to a solution of 85 ml of polyadduct (I), styryl) -2.5 dimethoxybenzene, for example, in 1 ml of dichloroethane was added - 5 rr in a mixture of dichloroethane and diokean, 0.42 mg of picrate Malachite is poured in the same way as in Example 1. A layer of flax dissolved in 0.05 ml of dichloroethane. The resulting homogeneous green solution is applied to

) 0

aluminum foil (glass, plastic film) 17.2 ml per cm. After slowly evaporating the solution at room temperature, a homogeneous, slightly colored green color is formed, approximately 10 microns thick, with a visual optical density of 0.25. The layer is dried for 5-10 hours at 50 ° C and normal pressure.

The layer can be charged to high potential values both positively and negatively. When the voltage of the +8 kV charger is reached, a charge of + 1000V is reached. As a result of illumination of 950 lx-s (tungsten lamp light), the layer is discharged to a potential value equal to half the original one. With a charge of 750 V, the amount of illumination of 790 lux-sec is needed to reduce the value of the initial potential by half.

Example2. In order to obtain a photoconductive layer, EFGMs take JUS by weight polyadduct (I) dissolved in di-15

20

25

thirty

possesses panchromatic photosensitivity.

PRI me R 5. The photoconductive layer of an EFGM is prepared from 100 mash. polyadductor ta (I), 0.5 ma.h. malachite green picrate and 0.5 mah. fuchsin picrate, dissolved in a mixture of dichloroethane and Diokeana. From this coating solution, it is possible to prepare in the usual manner a 10 μm thick homogeneous layer, which has a higher sensitivity in the wavelength range of 500-600 nm than the layer described in Example 1. The layer can reach up to high potential values as positive. and so negative (approximately + 1000V). To reduce the potential value to half the value of the initial potential, an amount of illumination of 450 lux-s is required with a positive polarity of the charge and 380 lux-C with a negative one. A tungsten lamp is used as the light source.

Example The photoconductive layer of EFGM is prepared from 100 wt.h. polyadductor ta (I), 10 ma.ch. picric acid and 2 ma.ch. Malachite pichrate zechloroethane, and 2 ma.ch. Malacha Picrata - 35 of flax, dissolved in dichloroethane, of mercury green C2 3 H2 N2. From this solution it is possible to cast it in the usual manner as in Example 1.

EXAMPLE 3 A photoconductive layer of an EFGM is prepared analogously to Example 1, but 100 mas is taken as the photoconductor. polyadduct (I), and as a sensitizer 20 may.

40

a method to make a homogeneous layer with a thickness of 10 µm, which has an increased photo-branching with negative polarity of charge. The layer is charged to -650 V and for the potential to drop to half the value of 2, 4.7-trinitrofluorenone and 2 mas. malachite green picrate

Neither the original potential requires a quantity of 240 lux lighting.

BUT

PRI me R 4. Photoconductive layer Example7. Prepared by izweet- EFGM prepared from 100 mach. polyadduction polyadduct technique

styryl) -2.5 dimethoxybenzene is interrupted in a mixture of dichloroethane and diokean, cast as in Example 1.

possesses panchromatic photosensitivity.

EXAMPLE 5 The photoconductive layer of an EFGM is prepared from 100 mash. polyadduct (I), 0.5 mach. malachite green picrate and 0.5 mah. fuchsin picrate, dissolved in a mixture of dichloroethane and diokean. From this coating solution, it is possible to prepare in the usual way a 10 μm thick homogeneous layer, which has a higher sensitivity in the wavelength range of 500-600 nm, than the layer described in Example 1. The layer can be charged to high potential values as positively and negative (approximately + 1000V). To reduce the potential value to half the value of the initial potential, an amount of illumination of 450 lux-s is required with a positive polarity of the charge and 380 lux-C with a negative one. A tungsten lamp is used as the light source.

Example The photoconductive layer of EFGM is prepared from 100 wt.h. polyadduct (I), 10 ma.h. picric acid and 2 ma.ch. picrata of malachite ze-35 of flax, dissolved in dichloroethane

40

a method to make a homogeneous layer with a thickness of 10 µm, which has an increased photo-branching with negative polarity of charge. The layer is charged to -650 V and for a potential to drop to half the value of the initial potential, an amount of illumination of 240 lux is required.

HE

0 — CH2 — CH — CH2 — N — CH2 — CH2 — N — CH2 — CH — CH2

he

(Ii)

by melt polymerization of N, N -di (4-methoxyphenyl) ethylene diamine and pure diandiglycidyl ether at 100 for 70 hours. Dissolve it

DOS:

DOS:

he

55

(Ii)

in chloroform / methanol (20: 1). M 6500 g / mol, Tj. 64 ° C, where T is the glass transition temperature.

Calculated,%: C 72.52; H. 7.24; N 4.57.

, / 612.77)

Found,%: C 72.40; H 7.37; N 3.72.

The photoconductor cable layer of EFGM is prepared from 100 ma.ch, polyadduct and 2 ma.h.

malachite green picrate in a mixture of chloroform and methanol 20: 1 measure 1.

put enalagicheski when .P and mep 8. Prepared according to the known method polyadducts:

CH3 / ViV / Vo — CH2 — CH — CH2 — if — CH2 — CH2 — T —CH2 — CH — CH2

I

he

SNS

(2-H-CH2-i-CH2-cJHCH2-he.

I

he

he

(Iii)

(Iv)

cJHI

he

by melt polymerization, K, K-diphenylethylenediamine and 0.5 mol of aniline with 1 mol of dianglycidyl ether at 100–110 0 for 70 h. A copolyadduct is formed with the structural units of formulas (111) and (IV), which is dissolved in a mixture chloroform and methanol (4: 1) or dichloroethane. M 2600 g / mol, T d.

0-CH2-CH-CHLg-CH2-CH-CH3

i j. f.

OH OH

The photoconductive layer of EFGM is prepared from 100 wt.h. polyadduct (III) and (IV) and 2 ma.ch. malachite green picrate.

Similar data are obtained when using polyadducts (III) and (IV).

PRI me R 9. Prepared according to a known method polyadduct

OSSN

(V)

by the polymerization of anisidine and pure di-glycidyl ether in the melt at 100-110 ° C for 70 hours. Semi. Polyadduct (V) is dissolved in

Chloroform and methanol (4: 1), Mp 12000 g / mol, Tj 89 C.

Calcined,%: C, 72.54; H 7.18; N 3.02.

CzsHsjNOj

(463.55)

Found,%: C 72.17; H 7.09; N 3.38.

The photoconductive layer is prepared from 100 mash. polyadduct (V) and 2 ma.h. malachite green picrate in a mixture of chloroform and methanol (4: 1).

Example 10. Prepared according to a known method of polyadduct

L / 2 H-CH2-N

he

(Vi)

-CH2-CH-CH2 OH

M 10200 g / mol, T 84.5 ° C.

The photoconductive layer of EFGM is prepared from 100 wt.h. polyadduct (VI) and 10 ma.h. 2,4,7-trinitrbfluorenone and dissolved in dichloroethane.

Example 11. A photoconductive element is prepared from. 100 ma.ch. amorphous polyadduct (VI), 0.5 mach. Malachite green picrate, dissolve in dichloroethane and nanopowder with a mass of 15 µm on a conductive substrate with an optical network of 0.3.

This can be charged both positively and negatively.

With a voltage of +8 kV corotrons, you reach a charge of 800 V. As a result, a 1400 lux is produced. (Tungsten lamp) Discharge the voltage to a potential equal to half the original. With a charge of -950 V to reduce the value of the initial potential by half, it is necessary to have a quantity of 1200 lux C.

Example 12. Prepare polyadduct according to the established procedure.

SN

-0- Vc-f Vo-CHo-CH-CH

CH:

he

polymerization of N, N -dibenzyl-4-4-diaminodiphenyl and dianglycidyl ether (DCHP) eulfide in the melt at more than 125 hours. A homogeneous polyadduct of the formula (VII) is formed, which is dissolved in dichloroethane. M T E2 ° C, Calculated

N 3.80.

C.

10,000

from 76.60; H 6.57; (736.93)

Found,%: C 76.50; H 6.72; N 4.08.

The photoconductive unit is prepared from 100 mach. polyadduct (VII) and 2 ma.h picrata of malachite green, nano t as in example 1. The greatest density was observed in the aluminum substrate.

The details of the proposed photoconductive elements of EFGM, by comparison with the known, are increased 2-10 times.

The results of the comparison of transparent arylamine photoconductive walls are given in the table.

30 F o rm y

the invention

five

0

A photoconductive material of electrophotographic material containing an arylamine-based photoconductor and an sensitizer, distinguished by the fact that, in order to increase sensitivity, it was eaten during positive and negative charging, it contains a polyetduct of non-mesh winding based on epoxy and amine e as a photoconductor. .may. 2500 MP i

ten

- (,

selected from group

- O 2 ir-} -CH2-O 2- n- H2-clen

rSNz

OSI:

 C 0 H2 —CH — CH2 — N — OH2 — CH2 — N — CH2 — CH — CH2

he

he

-P-A

SNS

0-C-0-CH2-CH-CH-N-CH2-CH2-lf-CH2-CHCH2ch.

he

CHon

SNS

/

OAj -cX -o-CH2- H-c} H2-: No.-CH2-CH-CH2onzonone

3 O 2-H-CH2-lf-CH2-CH-CH2 Nzonon

DOS:

sn,

0- C- 0-CH2-CH-CH2-1 - N-W-CH2-CHCH2sn

he

he

sn.

sn,

CHon

/ 7- ,, H2

And VJlVX r. rtr ,, -.

  -V / - - "2- H-CH2-lJ -O-S-f N-CH2-CH-CH2-iH5OHin

or copolyadduct with structural units of the following formulas:

us

// v

0- 7-C- ;; 0-CH2-CH-CH2-l f-CH2-CH2-N-CH2-CH-CH2CH:

he

he

СНз Л /) - - Vo-CH2-CH-CH2-ll-CH2-CH- (JH2Y)

onchonon

with the following ratio of components, ma.ch .:

100 0.5-22.0

Substituted Polyadduct 10 Phenylenediamine Based on Epoxide and Arylamine

Sensitizer

Additional binder

Visible optical density

Sensitivity

LC with

Resilience

Compiled by Szymanska Editor M. Beganar Tehred A. Kravchuk Proofreader M. Pojo

Order 1-796 / 39 Circulation 421 Subscription

VNIIPI USSR State Committee

for inventions and discoveries 113035, Moscow, Zh-35, Raushsk nab., 4/5

Production and printing company, Uzhgorod, Projecto st., 4

Polyadduct 18 based on epoxide and arylamine

The photoconductor itself forms films

0.25

179 (+) 181 (-)

Claims (1)

Claim A photoconductive layer of electrophotographic material containing an arylamine-based photoconductor and a sensitizer, characterized in that, in order to increase the sensitivity of the layer during positive and negative charging, it contains a polyadduct of non-mesh structure based on epoxide and amine with a molar amount of molecular weight as a photoconductor. 2500 4 Mp £ ί 10 ' ⁶ selected from the group o-ch ₂ -ch-ch ₂ -n-ch ₂ -ch ₂ -n-ch ₂ -ch-ch he he 1 1 or copolyadduct with structural units of the following formulas: HE CH ₅ in the following ratio of components, wt.h .: he Polyadduct or copolyadduct Sensitizer 100 0.5-22.0 13 1308972 14 Specifications Indicators for example famous' (RE 5-003) t 1 12 Photoconductive arylamine Substituted phenyl e ndiamine Polyadduct 10 based on epoxide and arylamine Polyadduct 18 based on epoxide and arylamine Sensitizer + + · + Additional binder . + The photoconductor itself forms films The photoconductor itself forms films Visible optical density 40,2 . $ 0.25 40.25 Sensitivity, lx - s (Negative charge.) 1800 950 (+) 750 (-) 179 (+). 181 (-) Light resistance Average Good Good Quality layer Good Good Good Easily Accessible ™ Components + ++ +